Garry Tan on the Past, Present, and Future of YC
Gary Tan is the President and CEO of Y Combinator.
YC is the startup accelerator behind companies like Airbnb, Stripe, Coinbase, Reddit, Twitch, and thousands more. According to Garry, they’ve invested in 20% of all startups worth $5B or more started since 2012.
Gary has lived every side of the YC ecosystem. He went through YC as a founder, later became a partner, started Initialized Capital where he backed companies like Coinbase and Instacart, and then returned to lead YC.
We walk through the different “eras” of YC, from the early Paul Graham and Jessica Livingston days in Cambridge, to scaling in San Francisco, to today’s push back toward in person community and what Gary calls “founder mode” for the organization itself.
We also talk about why the Bay Area still matters so much for startups, what’s happening with California taxes and policy, and why Gary has gotten more involved in local politics to keep it the best place for founders to build companies.
Then we go deep on the parts of startups people don’t talk about enough. Co-founder conflict, rage quitting, therapy and coaching, and why companies inevitably take on the personality and emotional patterns of their founders.
We also cover what YC looks for in applications, how the 13 week batch is structured, how Demo Day really works, how to choose the right investors, and what Gary thinks the next phase of YC looks like, including helping founders even after Series A.
At the end, Gary shares his personal AI workflow, including meta prompting, comparing outputs across models, and the tools he uses every day to think and build faster.
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Timestamps:
(0:05) Moving from Winnipeg to California as a kid
(1:35) How YC interviews work
(2:55) The first batch in 2005
(6:46) Why YC moved from Boston to SF
(8:17) California’s Billionaire Tax
(11:00) Tech should care about public policies
(17:01) Going direct to your audience
(20:28) The 2nd Era of YC
(24:01) Rage quitting Palantir, learning to understand himself
(32:41) Co-founder conflict kills most startups
(35:15) Joining YC as a group partner
(37:22) Initialized Fund 1 (55x DPI)
(39:44) Why Garry went back to lead YC
(42:44) YC funds 20% of all $5B+ companies
(44:30) Lessons from Brian Chesky
(48:01) Garry’s thoughts on YC rejection
(51:41) How to get into YC
(58:03) What it’s like inside a 13-week YC batch
(1:02:23) 20% of YC is hard tech
(1:05:55) YC's 3rd era: founder mode, re-batching
(1:07:56) Escaping the matrix
(1:11:26) Garry's personal AI stack
(1:20:25) Tech optimism
Referenced
Y Combinator: https://www.ycombinator.com/
Initialized Capital: https://initialized.com/
Torch: https://torch.io/
Perplexity: https://www.perplexity.ai/
Anthropic: https://www.anthropic.com/
OpenAI: https://openai.com/
Airbnb: https://www.airbnb.com/
Kyle Vogt on his new startup: https://www.youtube.com/watch?v=XQoFbvyWEy8
Follow Aaron Levie on X: https://x.com/levie
Follow Gary
Twitter: https://x.com/garytan
LinkedIn: https://www.linkedin.com/in/garytan/
Follow Turner
Twitter: https://twitter.com/TurnerNovak
LinkedIn: https://www.linkedin.com/in/turnernovak
Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/
Y Combinator CEO Shares How They Pick Winners, Advice For Founders + Lessons From Paul Graham | Garry Tan Interview
Episode 642: Sam Parr ( https://x.com/theSamParr ) and Shaan Puri ( https://x.com/ShaanVP ) talk to Garry Tan ( https://x.com/garrytan ), CEO of Y Combinator, about the sauce that makes YC outperform the rest of Silicon Valley plus lessons from Paul Graham, Peter Thiel and Garry’s first million.
—
Show Notes:
(0:00) Winning the game
(3:16) Being the Harvard of startups
(7:31) How YC outperforms most Silicon Valley investors
(9:36) Spotting extreme winners
(14:14) Capital-as-a-service
(16:34) How Garry hustled at 14 to get his into financial security
(23:04) Turning down Peter Thiel's offer to start Palantir
(32:20) Garry's first million
(44:57) Early days at YC
(51:31) The edge of startups with a 2-pizza team
(54:36) Advice for founders in AI
(1:05:57) The spoon-bending story
—
Links:
• YC - https://www.ycombinator.com/
• Founding Sales - https://www.foundingsales.com/
—
Check Out Shaan's Stuff:
Need to hire? You should use the same service Shaan uses to hire developers, designers, & Virtual Assistants → it’s called Shepherd (tell ‘em Shaan sent you): https://bit.ly/SupportShepherd
—
Check Out Sam's Stuff:
• Hampton - https://www.joinhampton.com/
• Ideation Bootcamp - https://www.ideationbootcamp.co/
• Copy That - https://copythat.com
• Hampton Wealth Survey - https://joinhampton.com/wealth
• Sam’s List - http://samslist.co/
My First Million is a HubSpot Original Podcast // Brought to you by The HubSpot Podcast Network // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano
20VC: How a Angel City Makes $31M per Season | How Sports Teams Can and Should Be Better Businesses | Why Every Sports Team Will Look Like a Media Agency and Founding The Most Valuable Women's Sports Team with Alexis Ohanian
Alexis Ohanian is the Founder and General Partner of Seven Seven Six, an early-stage venture capital firm with $970M AUM. Prior to 776, Alexis was the Co-Founder of Initialized, one of the most successful early-stage firms in history with their first fund returning 56x DPI. Before Initialized, Alexis was a Partner at the world-famous Y Combinator and before that was one of the Co-Founders of Reddit.
In Today's Discussion with Alexis Ohanian We Touch On:
1. $31M in Revenue: The P&L of a Sports Team:
What are the core revenue drivers for Angel City Football Team?
How did Alexis convince Tony @ Doordash to write the largest-ever brand sponsorship check to have the Doordash name on the Angel City shirt?
How much money does Angel City make from ticket sales per year?
What does the revenue from merchandise look like for Angel City? How has it changed with time?
2. How to Spend $31M Annually To Run a Team:
What are the single biggest costs in running a sports team?
Does Alexis believe that salary caps are good or bad for leagues?
How much money is spent by clubs on content and software today? How should that change?
3. More Cash in Sports Than Ever:
Prices for teams are at an all-time high. Are we in a bubble for sports assets?
What remains under-priced and what is over-priced today?
What are the pros and cons of private equity entering sports ownership in a meaningful way?
Who is the worst sports team owner who despite his mismanagement, still made billions?
4. Alexis Ohanian: AMA:
How did Alexis and Serena William's children become millionaires through sports team ownership?
How did Alexis turn a $10,000 check into $17.1M?
How did a $10,000 check into a shoe company make Alexis $7M?
Why does Alexis believe that sports becomes even more valuable in a world of AI?
How YC fosters AI Innovation with Garry Tan
Garry Tan is a notorious founder-turned-investor who is now running one of the most prestigious accelerators in the world, Y Combinator. As the president and CEO of YC, Garry has been credited with reinvigorating the program. On this week’s episode of No Priors, Sarah, Elad, and Garry discuss the shifting demographics of YC founders and how AI is encouraging younger founders to launch companies, predicting which early stage startups will have longevity, and making YC a beacon for innovation in AI companies. They also discussed the importance of building companies in person and if San Francisco is, in fact, back.
Sign up for new podcasts every week. Email feedback to show@no-priors.com
Follow us on Twitter: @NoPriorsPod | @Saranormous | @EladGil | @garrytan
Show Notes:
(0:00) Introduction
(0:53) Transitioning from founder to investing
(5:10) Early social media startups
(7:50) Trend predicting at YC
(10:03) Selecting YC founders
(12:06) AI trends emerging in YC batch
(18:34) Motivating culture at YC
(20:39) Choosing the startups with longevity
(24:01) Shifting YC found demographics
(29:24) Building in San Francisco
(31:01) Making YC a beacon for creators
(33:17) Garry Tan is bringing San Francisco back
Alexis Ohanian on Reddit's potential IPO & more | E1893
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Todays show:
Jason talks with Reddit co-founder Alexis Ohanian about their pending IPO (2:48), advice he tells young people starting out at his firm (13:51), then Ron Biscardi discusses the future of the iConnections conference (47:01), and more!
*
LINKS:
Check out Reddit: https://www.reddit.com/
Check out iConnections: https://iconnections.io/
*
Follow Alexis:
X: https://twitter.com/alexisohanian
LinkedIn: https://www.linkedin.com/in/alexisohanian/
Follow Ron:
X: https://twitter.com/rbiscardi
LinkedIn: https://www.linkedin.com/in/ron-biscardi-79063/
Follow Jason:
X: https://twitter.com/jason
Instagram: https://www.instagram.com/jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
*
Thank you to our partners:
(11:48) Vanta - Get $1000 off your SOC 2 at https://vanta.com/twist
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Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
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Check out Jason’s suite of newsletters: https://substack.com/@calacanis
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Follow TWiST:
Substack: https://twistartups.substack.com
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
*
Subscribe to the Founder University Podcast: https://www.founder.university/podcast
Alexis Ohanian and Deb Roy on Big Tech’s Effects on Democracy
Democracy is challenged, at home and abroad, and at least some of this blame falls on “Big Tech.” Kara talks to Alexis Ohanian, Reddit co-founder and venture capitalist, and Deb Roy, the director of the MIT Center for Constructive Communication, about how we got here and what some potential solutions are. Stick around after the interview to hear Kara and Nayeema discuss the ethics of stapling bread to trees.
This episode was recorded live at the University of Virginia’s Karsh Institute for Democracy’s Democracy 360 event on October 17th.
Questions? Comments? Email us at on@voxmedia.com or find us on social media. We’re on Instagram/Threads as @karaswisher and @nayeemaraza
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110 - The Internet Reset | Alexis Ohanian
Alexis Ohanian is the Co-Founder of Reddit, as well as the Founder of venture capital firm SevenSevenSix. As a builder-turned-technology entrepreneur, Alexis is focused on making the world a better place through novel projects and initiatives like Coinbase, Axie Infinity, Opensea, and Riverside (which we used to record this episode!)
We explore how Alexis would rebuild Reddit for Web3, and how many emergent behaviors in the early days of Reddit and the internet are surfacing again—this time, on steroids with crypto-enabled communities. Alexis is concerned with empowering the good parts about internet culture, doubling down on the importance of community and culture.
Tune in for sage advice on investment insights and investor cheat codes—where are the next opportunities? Wherever they are, Alexis is sure to be found there.
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------ Topics Covered:
0:00 Intro 6:00 Alexis Ohanian is Having Fun 8:57 Getting Into Crypto 16:40 Reddit and Web3 24:52 Emergent Behaviors 34:00 Rebuilding a Web3 Reddit 39:38 Internet Reputation 45:00 Permissionless Web3 53:52 What’s on the Horizon? 1:00:26 Seven Seven Six 1:04:10 The Case for Optimism 1:07:24 Closing & Disclaimers
------ Resources:
Alexis on Twitter https://twitter.com/alexisohanian?s=20&t=YFn8AnfCSkaWdAxctt9QXw SevenSevenSix https://twitter.com/sevensevensix?s=20&t=YFn8AnfCSkaWdAxctt9QXw Alexis’ Art https://opensea.io/assets/0xb6329bd2741c4e5e91e26c4e653db643e74b2b19/696
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Disclosure. From time-to-time I may add links in this newsletter to products I use. I may receive commission if you make a purchase through one of these links. Additionally, the Bankless writers hold crypto assets. See our investment disclosures here: https://newsletter.banklesshq.com/p/bankless-disclosures
Garry Tan - Unwrapping the Gift - [Invest Like the Best, EP. 267]
My guest today is Garry Tan, founder and managing partner of early-stage venture firm, Initialized Capital. Before starting Initialized, Garry was a partner at Y Combinator, employee number 10 at Palantir, and co-founder of YC backed blog platform Posterous. Our discussion covers what’s missing in the investment world, how to best systematize venture investments, and what he learned from Paul Graham. Please enjoy my conversation with Garry Tan.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Tegus. Tegus is the new digital hub for market intelligence. The Tegus platform empowers Investors and Corporate Development teams to invest smarter by pairing best-in-class technology with the highest quality user-generated content and data. Find out why a majority of the top firms are using Tegus on a daily basis. Head to tegus.co/patrick for your free trial.
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This episode is brought to you by Lemon.io. The team at Lemon.io has built a network of Eastern European developers ready to pair with fast-growing startups. We have faced challenges hiring engineering talent for various projects - and Lemon.io offered developers for one-off projects, developers for full start to finish product development, or developers that could be add-ons to the existing team. Check out lemon.io/patrick to learn more.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Show Notes
[00:02:45] - [First question] - Why he’s interested by software and the global brain
[00:06:23] - How the shift from global to local manifests in his investing and company activities
[00:11:42] - Ways to increase throughput that would benefit everybody in the investing world
[00:17:13] - What software he would build if there were no limitations and what happens at the systems level of securing deals at Initialize
[00:23:33] - Why there is no objective application process for early-stage capital and how much human judgment we can remove from approving funding
[00:26:49] - Shared characteristics amongst new inventions he finds favorable
[00:31:49] - Whether he’s able to evaluate an idea without a prototype
[00:33:33] - Why travel planning software was the worst idea of 2012 and what he sees as the bad idea of today
[00:36:06] - The most common reasons for failure in these types of businesses
[00:39:07] - Is big enabling technology shifts what manifests in successful outcomes?
[00:40:37] - The role of media and how it intersects with investing
[00:44:29] - What he attributes to the success of his firm and thriving in chaos
[00:48:11] - Would he press a button that would have made his childhood easy, and whether he’s met founders who haven’t come across adversity in their lives
[00:50:00] - His thoughts on the world today via the lens of his portfolio
[00:53:12] - The kindest thing anyone has ever done for him
Kim-Mai Cutler -- From Journalist to VC
We sit down with Initialized Capital's Kim-Mai Cutler to talk about her opposite journey from us at Acquired, going from journalist to VC. We riff on how the landscape has evolved from Kim-Mai's parents' "Hewlett Packard generation" in the Valley through the TechCrunch era that se was a big part of, to today and how the nature of reporting, investing and influence -- the intersection of the two -- has changed.
Sponsors:
Sierra: https://bit.ly/acquiredsierra
Owning Your Own Media Stream (from Collison Conf with Garry Tan)
Ben interviewed Initialized Capital founder and friend of the show, Garry Tan at Collision Conf last month. Garry is of course also a YouTuber, Clubhouse'r, and master of content creation. The good people at Collision Conf gave us the thumbs up to share this interview on the value of owning your own media stream with all of you.
Sponsors:
Sierra: https://bit.ly/acquiredsierra
Garry Tan on lessons from past startup failures, power of community funnels, Alexis Ohanian’s departure & more | Angel S5 E8
Check out Initialized: https://initialized.com
FOLLOW Garry: https://twitter.com/garrytan
FOLLOW Jason: https://linktr.ee/calacanis
(Bonus) Office Hours With Garry Tan
This is Garry's YouTube channel.
Subscribe to RideHome+ at tech.supercast.tech
Or, watch the full video on YouTube Here.
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20VC: Alexis Ohanian on Why Now Was The Right Time To Start Seven Seven Six, The 2 Very Distinct Types of Deals In Venture & The Unbundling of Social in 2021
Alexis Ohanian is the Founder @ Seven Seven Six, his new fund which just recently announced their first investment leading the $4M seed round for Dispo. Prior to founding Seven Seven Six, Alexis was the Co-Founder & Managing Partner @ Initialized Capital, where he backed many a unicorn including Ro, Flexport, Patreon, GOAT just to name a few. Alexis is also the co-founder @ Reddit, commonly referred to as the front page of the internet, their latest valuation priced the company at $3Bn.
In Today's Episode You Will Learn:
1.) When Alexis left his L Sats to go get waffles, what did he learn about himself? How did that lead to founding Reddit? How did Reddit lead to angel investing? How did that lead to Initialized?
2.) Why did Alexis leave Initialized? Why was now the right time? What worked with Initialized that he has taken with him to Seven Seven Six? What did not work with Initialized that he has learned from? How does he view VC NPS as a result of this and the learnings?
3.) How does Alexis analyse his own relationship to money today? How did his relationship with his mother and her illness impact how he thinks about wealth and happiness? How did he feel when at 22 he sold Reddit? How does he feel about the "keeping up with the Jones'" mentality?
4.) How did having Olympia change how Alexis operates and invests today? How does Alexis define backing projects he would be proud to talk to Olympia about? How does he feel about the type of deals many investors make today?
5.) How did Alexis first meet PG from YC? How did he feel when he heard he believed in him and Steve with Reddit? How did that change how Alexis feels about being the first person to really back someone?
Item's Mentioned In Today's Episode
Alexis' Favourite Book: Superforecasting: The Art and Science of Prediction
Alexis' Most Recent Investment: Dispo
As always you can follow Harry and The Twenty Minute VC on Twitter here!
Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.
How YC Rewrote the Seed Playbook with Garry Tan
We're joined by Posterous co-founder, former YC partner and current Managing Partner of Initialized Capital Garry Tan to go deep on how YC changed the game for company creation and seed investing, how they thought about building the "cult" of startups, and what lies ahead as the early-stage world continues to globalize and evolve more quickly than ever.
Sponsors:
Sierra: https://bit.ly/acquiredsierra
Topics Covered (among others):
How the recruiting challenge for early-stage startups led to outside-the-box thinking Peter Thiel’s “crazy” (but not actually crazy) offer to Garry to join Palantir
Leveraging “cult” startup culture into a magnet for specific types of people
Y Combinator’s path from fringe to mainstream Insight that those same cult recruiting techniques could be applied at a meta-level to recruiting company founders themselves
Initial strong reactions to YC, and knowing they were on to something
The beginning of “influencer investing” with Paul Graham’s essays + Hacker News
The blooming of Seed as an asset class alongside and around YC The landmark deal with SV Angel and DST / Yuri Milner to “auto-fund” every YC company starting in 2011
YC scaling from ~10-12 companies per batch to 70-80 and now 200+ per batch
Starting Initialized Capital within YC, and then spinning it out into one of the largest independent seed funds
Influencer investing and startup evangelism going mainstream The impact of The Social Network movie
Exporting the ~”YC message” to the entire world: you can start a startup
The power of direct, bi-directional access to people via the internet
Links:
Paul Graham’s Essays: http://www.paulgraham.com/articles.html
Hackers and Painters: https://www.amazon.com/Hackers-Painters-Big-Ideas-Computer/dp/1449389554/
Hacker News: https://news.ycombinator.com
Garry's (great) YouTube Channel: https://www.youtube.com/channel/UCIBgYfDjtWlbJhg--Z4sOgQ
E1069: Alexis Ohanian on Reddit’s crypto origins, turning VC into a team sport at Initialized, improving as an investor, fatherhood & more
1:02 Jason welcomes Alexis Ohanian to the show and asks about the Reddit sale & re-joining for the turnaround
3:39 Why was Reddit "the last website standing" from all of the Web 2.0 sales in the early 2000s?
6:05 History of Reddit Gold, future of micropayments & what will Reddit's Blockchain venture entail?
14:59 Future of creators being able to monetize using micropayments, policing speech on Reddit
19:45 Fatherhood, being a Girl Dad, balancing personal life & work life
29:12 What is Alexis' role at Initialized? How Initialized is turning Venture Capital into a team sport
36:10 Dealing with celebrity as a partner at a VC firm, building talent when starting Initialized
42:44 Why Initialized's small ownership percentage was an issue early on, and how they think about it now
47:59 Jason calls Reddit's crypto project: "The most credible thing I've ever seen in crypto.", parsing through legitimate and non-legitimate crypto businesses
54:33 What investor skills has Alexis improved and what still needs work?
1:00:52 Dealing with icon-level celebrity in his personal life
1:04:30 Jason reveals the winner from their 2013 bet during Alexis' last appearance on This Week in Startups
E1067: Garry Tan, Managing Partner & Co-Founder of Initialized Capital, on dealing with downstream investors as a Seed-stage firm, software companies acting as governments, possibility of building IPO-level companies while fully-distributed & much more!
1:03 Jason intros Garry Tan and checks in on how his quarantine has been going
4:39 How does Garry look at Initialized's portfolio companies? What are his 3 groups of companies dealing with COVID?
8:04 How will VCs react to the crisis? Why does Initialized specifically focus on Seed-stage companies?
11:13 How does Initialized contact downstream investors about their companies, and how has that changed during COVID?
14:12 Thoughts on Posterous, data-storage singularity & more
18:04 Losing thousands of photos after getting banned from Flickr and how that plays into software as the new government, becoming a super-router
22:32 How Spotify's access to public capital gives them an acquisition advantage, collab concepts
24:51 How does Initialized size their follow-on investments?
29:11 For how long is Initialized planning on operating fully remote? Thoughts on going back to work
35:56 What skills has Garry had to improve during his investing career?
43:33 How downstream investors try and take advantage of early-stage investors
47:51 Thoughts on Clubhouse investment, how/if they can scale their exclusivity
56:27 Thoughts on founders selling secondary shares, and how Chris Sacca helped Garry Tan at Posterous
1:02:09 Structural inequality leading to rich-bashing, how Fiat currency impacts welfare inequality
1:07:09 Thoughts on UBI, Instacart, potential profitability of food-delivery companies
1:11:31 Perception of Tech in the Bay Area, commercial real-estate in SF, Facebook's game-theory remote pay scale
1:18:27 Could today's tech giants (Google, Facebook, Uber) have grown to the heights they did as fully remote companies? Can IPO-level companies be consistently built while remote?
1:24:49 Do the best founders appear ageless? New Twitter features: good or bad?
SaaStr 332: Initialized Capital Co-Founder and Managing Partner Garry Tan on The New Normal
Prepare for the worst, hope for the best. Hear from Garry Tan, co-founder and managing partner at Initialized Capital, about how to protect your business during a crisis. He'll cover remote work, team management, sales, marketing, product development and more.
This podcast is an excerpt from Garry's session at SaaStr Summit. You can watch the full video on our YouTube channel: https://youtu.be/lIZDFQscwQM
#425: Books I've Loved — Cindy Eckert and Alexis Ohanian
#425: Books I've Loved — Cindy Eckert and Alexis Ohanian | Brought to you by Audible.
Welcome to another episode of The Tim Ferriss Show, where it is my job to sit down with world-class performers of all different types—from startup founders and investors to chess champions to Olympic athletes. This episode, however, is an experiment and part of a shorter series I’m doing called “Books I’ve Loved.” I’ve invited some amazing past guests, close friends, and new faces to share their favorite books—the books that have influenced them, changed them, and transformed them for the better. I hope you pick up one or two new mentors—in the form of books—from this new series and apply the lessons in your own life.
Cindy Eckert (@cindypinkceo) is a billion-dollar dealmaker, self-made entrepreneur, and tireless force of nature if you're asking Fortune magazine. Prior to forming The Pink Ceiling (affectionately known as the Pinkbuator) to fund and foster female-led disruption in healthcare, Cindy built two pharmaceutical companies from scratch. As Founder and CEO of Sprout Pharmaceuticals, she created a new category of sexual wellness for women by taking on the FDA and winning the approval of the first and only pill for women's libido, Addyi. Cindy sold that company for $1B and now invests in game-changing ideas that support her mission to put women on top.
Alexis Ohanian (@alexisohanian) is the co-founder of Reddit and Initialized Capital and the author of the bestselling book, Without Their Permission. Alexis has long advocated for the open internet, STEM education, and paid family leave. Alongside Garry Tan, he co-founded Initialized Capital—a seed-stage venture fund with over $500M under management and a portfolio with $36B in market value so far. After selling Reddit to Conde Nast, Alexis returned in 2014 as executive chairman to help lead the turnaround of the now independent company, which was last valued at $3B.
You can find all books from this episode in the show notes.
“Books I’ve Loved” on The Tim Ferriss Show is brought to you by Audible! I have used Audible for many years now. I love it. Audible has the largest selection of audiobooks on the planet. I listen when I’m taking walks, I listen while I’m cooking… I listen whenever I can. Audible is offering Tim Ferriss Show listeners a free audiobook with a 30-day trial membership. Just go to Audible.com/tim and browse the unmatched selection of audio programs. Then, download your free title and start listening! It’s that easy. Simply go to Audible.com/tim or text TIM to 500500 to get started today.
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E1013: Decade Wrap-Up Roundtable! Garry Tan, Initialized Capital & Zach Coelius, Coelius Capital on the biggest hits & misses of the past decade: Trump, Theranos, Streaming, Mindfulness, Crypto, Tesla, WeWork, Amazon Prime, Vaping & more!
LINKS to brackets: https://drive.google.com/open?id=1zqc-2vDRl7e86USf4okiX8DRcXPzX1HW
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https://www.canva.com/design/DADuVKZjuc4/9Qt3B4m4DU-Z_HxbuDTb6w/view?utm_content=DADuVKZjuc4&utm_campaign=designshare&utm_medium=link&utm_source=sharebutton
0:29 Jason intros Garry & Zach
3:02 Jason goes over the bracket-style breakdown
3:15 Best of the decade: Ride-Sharing vs. AI/ML
8:32 Best: Amazon Prime vs. 4G LTE
10:07 Best: Tesla M3 vs. Disney buying Marvel + Star Wars IP
14:15 Best: Streaming vs. Mindfulness
17:01 Garry's Best: AI/ML vs. 4G LTE
20:20 Jason's Best: Model 3 vs. Mindfulness
24:05 Zach's Best: Ride-Sharing vs. Streaming
25:12 Jason & Guests pick their biggest win from the last decade
29:20 Jason tees up worst of the decade bracket
29:45 Worst of the decade: 2016 Election Fiasco vs. City San Francisco/Amazon Eating the World/Snowflake Culture
38:01 Worst: ICO Madness vs. Zuckerberg
40:34 Worst: WeWork vs. Vaping
44:13 Worst: Juicero vs. Theranos
44:48 Zach's Worst: 2016 Election vs. ICO Madness
45:09 Garry's Worst: Amazon Eating the World vs. ICO Madness
45:56 Jason's Worst: 2016 Election vs. Zuckerberg
49:52 Jason's Worst: WeWork vs. Theranos
51:56 Garry's Worst: Amazon Eating the World vs. Theranos
53:47 At what stage does Garry & Zach like to invest in companies?
55:52 Championship round
Jason: Mindfulness vs. Zuckerberg
Garry: Mindfulness vs. Theranos
Zach: Streaming vs. 2016 Election Fiasco
59:52 What topics will define the 2020's?
Recode Decode: Alexis Ohanian
Reddit co-founder and Initialized Capital managing partner Alexis Ohanian talks with Recode's Kara Swisher about how he became a "dadvocate" for paid paternity leave. Ohanian explains how the medical complications faced by his wife, tennis star Serena Williams, woke him up to the problem, and how time off for fathers can help mothers, as well as female coworkers. He also discusses the problem with how working men glorify their self-destructive schedules online, which he calls "hustle porn"; why he's investing in family tech companies like Mom Project at Initialized, and how the startup scene has changed since his days as a founder; and the decline of San Francisco as a desirable place for entrepreneurs to start their next companies. Plus: What Ohanian thinks of Twitter's decision to stop accepting political advertising, and how afraid we should be of deepfakes.
Read a full transcript of this interview here.
Featuring:
Alexis Ohanian (@alexisohanian), Reddit co-founder and Initialized Capital managing partner
Hosts:
Kara Swisher (@karaswisher), Recode co-founder and editor-at-large
More to explore:
Subscribe for free to Reset, Recode's new podcast that explores why — and how — tech is changing everything.
About Recode by Vox:
Recode by Vox helps you understand how tech is changing the world — and changing us.
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20VC: Initialized's Garry Tan on The Most Important Thing A Seed Investor Can Do For Founders, How Ownership Requirements Change With Evolution of Funds & Why There Is Not Too Much Capital Chasing Too Few Deals
Garry Tan is the Co-Founder and Managing Partner @ Initialized Capital, one of the West Coast's leading early-stage funds with a portfolio including the likes of Coinbase, Instacart, Cruise, Flexport and Opendoor, just to name a few. As for Garry, before co-founding Initialized, he was a partner at Y Combinator for nearly five years where he advised and funded over 600 companies. He was also co-founder of YC-backed blog platform Posterous (acquired by Twitter in 2012). Before that he was employee #10 at Palantir, where he was a founding member of the engineering team for Palantir's financial analysis product, and also fun fact, Garry designed Palantir's logo.
In Today's Episode You Will Learn:
1.) How Garry made his way from Founder and YC Partner to managing over $500m AUM today with his leading of Initialized? How did Garry's investment mindset change with the transition from angel to an institutional investor?
2.) What does Garry believe is the one thing pre-seed and seed investors must do that is more important than anything else? What relationship to the very best founders have with failure? How do they think about and approach it? How has Garry seen his own conviction building process in founders change over time? How does Garry approach the turning down of opportunities? What is the right way to deliver that feedback?
3.) Ownership: Initialized's funds have scaled from Fund I being $7m to Fund 4 being $225m, how have their ownership requirements changed with the evolution of their fund size? How does Garry think about collaboration and co-opetition with others funds as a result? What are the core challenges here?
4.) Price Sensitivity: With the larger fund and slightly more flexibility, how does Garry evaluate his own price sensitivity? What deal has Garry passed on due to price and it has stuck with him and taught him a valuable lesson? On pricing, how does Garry and Initialized approach reserve allocation?
5.) Investment Decision-Making: Garry has previously said "decision-making is a differentiator", what do Initialized do to ensure the highest quality of internal discussion and decision-making? How do they approach unanimous vs single partner decision-making? How does Initialized approach internal attribution with this in mind?
Items Mentioned In Today's Show:
Garry's Fave Book: Peter Thiel's Zero To One, Paul Graham's Hackers and Painters
Garry's Most Recent Investment: Standard Cognition
As always you can follow Harry, The Twenty Minute VC and Garry on Twitter here!
Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.
Megatrends in tech and missed opportunities with Garry Tan of Initialized Capital
Today I'm visiting Garry Tan at Initialized HQ, a multi-stage fund that he started with Alexis Ohanian, one of the co-founders of reddit. The fund has grown tremendously over the past six years with nearly $1B under management, a team of more than 10, and investments in a few companies you might be a customer of, including Coinbase, Instacart, Algolia, GOAT, Opendoor, and a bunch of others. They were also investors in Product Hunt.
In this episode we talk about:
Garry's early years working as a software engineer in tech, including some major missed opportunities (in hindsight). He recounts the story of Peter Thiel trying to hire him away from Microsoft to join what became the multi-billion dollar company, Palantir.
Initialized's decision-making framework for figuring out which companies to pass on and which companies to invest in, as well as their honey badger mascot.
Why an often overlooked skill for founders is managing conflict, even when the team is still small. Garry explains why he backed a company that aims to help create harmonious startup teams founded by his former therapist.
We also discuss some of the Initialized portfolio companies that Garry is most excited about and the “megatrends” that are creating opportunities for investors and founders in tech today.
We’ll be back next week so be sure to subscribe on Apple Podcasts, Google Podcasts, Spotify, Breaker, Overcast, or wherever you listen to your favorite podcasts. Also, big thanks to our sponsors, GE Ventures, Rally Rd, and AngelList for their support. 😸
Quotes from This Episode
“The hard part about being a founder is you have this fog of war: you have no idea why you’re growing and a lot of times you also have no idea why you’ve stopped growing.” — Garry
“Peter looked at me and said, 'you’re a great engineer, why are you doing that?' Come join us, we are going to change the world. How much do you make at Microsoft? He got out his check book and started writing and said, 'here’s a personal check from me to you; you can cash this and this is a risk-free opportunity for you...' So I said, 'thank you very much Mr. Thiel, but I might get promoted next year at Microsoft' and I didn’t take the check. Opportunity knocked and I said no, and that company turned out to be Palantir.” — Garry
“Basically everyone has a plan until you get punched in the face, and as a startup you're going to get your face punched in. The important thing is 'what do you do next?'” — Garry
Companies and Products Mentioned in This Episode
LogDNA — Instantly collect and analyze logs real-time on any platform.
Standard Cognition— AI-powered checkout.
Torch.io — Leadership growth driven by data, powered by people.
Check out www.initialized.com for a shot of Initialized's honey badger mascot.
How Crypto and Blockchain Technology Could Change Financial Services - Ep.97
This is a special episode of Unchained from the CME Global Leadership Conference in Naples, Florida. There, I spoke with Arthur Hayes, CoFounder and CEO of Bitmex, Dan O’Prey, chief marketing officer of Digital Asset, and Alexis Ohanian, Co-Founder & Executive Chairman, Reddit and Co-Founder of Initialized Capital. We cover how public and permissioned chains will compete or complement each other, how blockchain technology will affect incumbent financial services, and how it has already proven itself (hint: as a store of value is one answer). We discuss whether or not crypto represents a new asset class, why the crypto winter is helping to improve the space, and what the launch of Bakkt and Fidelity Digital Assets could mean going forward.
Thank you to our sponsors!
CipherTrace: https://ciphertrace.com/unchained
Microsoft: https://twitter.com/MSFTBlockchain
Episode links
CME's Global Financial Leadership Conference: https://www.gflc.com
Arthur Hayes: https://twitter.com/cryptohayes
Bitmex: https://www.bitmex.com
Dan O'Prey: https://www.linkedin.com/in/danoprey/
Digital Asset: https://www.digitalasset.com
Alexis Ohanian: https://twitter.com/alexisohanian
Initialized Capital: https://initialized.com
Unconfirmed episode with Tom Jessop's Fidelity Digital Assets: http://unconfirmed.libsyn.com/fidelity-digital-asset-services-tom-jessop-on-why-its-serving-institutional-clients-first-ep043
Learn more about your ad choices. Visit megaphone.fm/adchoices
Live Episode! Reddit: Alexis Ohanian & Steve Huffman
With $12,000 and a mascot named Snoo, two former college roommates designed a web site they hoped would become "the front page of the Internet." Today, despite growing pains, personal issues and persistent trolls, Reddit has over 300 million monthly users and is valued at 1.8 billion dollars. Recorded live in San Francisco.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
20VC: Why AI Is More Artificial Than Intelligent, Why Engineering-centric Founders Are Able To Pivot Best & Why Startups Are Like Games with Alina Cohen, General Partner @ Initialized Capital
Alina Cohen is a General Partner @ Initialized Capital, one of Silicon Valleys leading early stage seed funds. Their portfolio includes the likes of recent unicorn, Coinbase, Flexport, Cruise Automation, OpenDoor and many more incredible companies. As for Alina, prior to Initialized, she ran tech investments for Tamares Group, the first outside investor in Palantir, and previously founded Recrec, a computer vision startup which was acquired by Facebook, where she worked on Platform and Groups.
In Today's Episode You Will Learn:
1.) How Alina made her way from selling her computer vision startup to Facebook to GP with one of SF's best new seed funds, Initialized?
2.) Why does Alina think gaming is so similar to start-ups? What core components are the same? What about gaming led Alina to realise there were secrets to the world of starting companies and growing startups in Silicon Valley?
3.) Why is Alina so focused on engineering-centric founders? Why does Alina feel they are the most attractive investment opportunities? Why are they the founder profile that deals best when pivots have to be made?
4.) Why does Alina think that AI is more artificial than intelligent today? If ML is a "leveraged play on data", where are the opportunities for startups with such data incumbency? Does AI just help the big get bigger?
5.) Why is Alina so bullish on the future of personal voice computing? What does Alina think will be the catalyst to consumer adoption? What are the compelling consumer applications with voice? Why does this remind her of the early FB platform days?
Items Mentioned In Today's Show:
Alina's Fave Book: The Three-Body Problem
Alina's Most Recent Investment: Fly.io
As always you can follow Harry, The Twenty Minute VC and Alina on Twitter here!
Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.
Pendo delivers the only complete platform that helps companies create great products. The Pendo Product Experience Platform enables product teams to understand product usage, collect user feedback, measure NPS, assist users, and promote new features in-app – all without requiring any engineering resources. This unique combination of capabilities helps companies improve customer satisfaction, reduce churn, and increase revenue. Pendo is the proven choice of Salesforce, Cisco, Optimizely Citrix, BMC and many more leading companies. Start a free trial at http://go.pendo.io/harry
Treehouse is an online school where you can learn how to build websites and apps. Their course library has thousands of hours of content, where you can learn all sorts of topics, including Javascript, iOS, Android and more. With high-quality video instruction from real industry experts teaching you all you need to know, and quizzes and code challenges keep you engaged and on track. Learn on your own schedule and go from beginner to pro. Go to teamtreehouse.com to start your free trial.
20VC: Garry Tan on The Biggest Takeaways From Advising 700 Companies @ Y Combinator & Why Now Is The Golden Age For The Early Stage?
Garry Tan is a Co-Founder and Managing Partner @ Initialized Capital, one of Silicon Valleys leading early stage seed funds. Prior to founding Initialized, Garry was a Partner at Y Combinator where he invested in and directly worked with over 700 companies in 5 years from the earliest possible stage, often just an idea. Garry's portfolio includes the likes of previous guests Tilt, Eero, Flexport, LendUp and many more incredible companies. Before being at YC, Garry Co-Founded Posterous and helped build it to a world-class website used by millions, ultimately acquired by Twitter. Garry also co-founded the engineering team for Palantir Technology's quant finance analysis platform.
In Today's Episode You Will Learn:
1.) How Garry made the transition from Founder @ PostHaven to YC Partner to Initialized GP?
2.) What were Garry's biggest takeaways from advising 700 startups at YC that he has taken with him to Initialized?
3.) Why does Garry believe now is the golden age for early stage investing? What opportunity does the mass of late stage capital provide the early stage?
4.) How does Garry approach desired ownership? What level of ownership provides incentive for a VC to work whilst also allowing collaboration with other VCs in a round?
5.) What are Garry's thoughts on the rise of thematic investing? Why does he not believe it to be optimal at the seed stage?
Items Mentioned In Today's Show:
Garry's Fave Blog: SaaStr
Garry's Fave Book: Chaos Monkeys
As always you can follow Harry, The Twenty Minute VC and Garry on Twitter here!
Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.
Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield.
Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc
20VC: Reddit's Alexis Ohanian on How It All Started With Paul Graham @ YC, The Biggest Surprises About Making The Move Into VC & Why Alexis Believes All The Best Investors Have Operating Experience
Alexis Ohanian is co-founder of Reddit & Initialized Capital. After graduating from UVA in 2005, Alexis and his co-founder Steve Huffman started Reddit, which they sold in 2006 to Conde Nast. In 2015, he returned to a full-time capacity with Steve Huffman as the two returned to the helm of a fully independent Reddit, which is now the 8th largest US website. In 2016, he joined Garry Tan in kicking off the third fund for Initialized Capital, an early stage venture capital firm. He's invested in and advised over two hundred tech startups and was a partner at Y Combinator; Alexis has also written a national best-selling book, Without Their Permission and was named on Forbes 30 Under 30 list two years in a row.
In Today's Episode You Will Learn:
1.) How Alexis made his way into the world of VC from founding Reddit?
2.) What were the biggest surprises for Alexis about making the move into venture full time? What have been the biggest challenges?
3.) How do Alexis and Garry (Alexis' partner) look to integrate process into their investing with Initialized? What is core to the success of this process? Why should more VCs be doing so?
4.) What does Alexis believe makes the best seed investors? What are the benefits of investors that have been in the trenches? How can they add to their companies in a way those without operating experience cannot?
5.) How does kindness integate into Alexis' role as an investor? Can one win in investing while being kind? How does Alexis look to show his kindness to founders and investors?
Items Mentioned In Today's Show:
Alexis' Fave Blog: Reddit
Alexis' Fave Book: Slaughterhouse 5
Alexis' Most Recent Investment: Workramp
As always you can follow Harry, The Twenty Minute VC and Alexis on Twitter here!
Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.
Pearl believes the latest automotive technology should be available to every driver – whether it's time for you to buy a new car or not. RearVision is our first step in driving this commitment forward. Pearl RearVision is the only wireless backup camera and alert system that installs in minutes and updates throughout its lifetime. Pearl literally takes less than 10minutes to install and is completely wireless because it's solar powered. Since RearVision is software based, we're able to push updates and new features over the Pearl App in the exact same way you receive updates for other apps on your phone. Pearl RearVision is perfect for anyone who wants to upgrade their car in minutes. Pearl RearVision is $499.99 and available at PearlAuto.com. It's also available on Amazon and through Crutchfield.
Xero is beautiful, easy-to- use online accounting software for small businesses. With Xero, you can easily manage your accounting anytime, anywhere from your computer or mobile device.When you add Xero to your small business you are able to: Send online invoices and get paid faster. Get an instant view of your cash flow. Track your payroll and keep tabs on your inventory. Partner with your accountant and bookkeeper in real time whenever you like. You can also customize your Xero experience with over five hundred business apps, including advanced solutions for point-of- sale, time tracking, ecommerce and more. Sign up for a free thirty-day trial at xero.com/20vc
Ep 36: Alexis Ohanian on Y Combinator, Getting Punched, and Picking Winners
Alexis Ohanian is best known for being: - On the Forbes "30 under 30" list multiple times (then he turned 30)- A co-founder of reddit and hipmunk- In the very first class of Y Combinator, arguably the world's most selective startup "accelerator" (bootcamp)- Investor or advisor to more than 100 startups- A newly minted parter at Y Combinator- An activist related to SOPA/PIPA, etc.Enjoy! Tim
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If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts/iTunes? It takes less than 60 seconds, and it really makes a difference in helping to convince hard-to-get guests. I also love reading the reviews!
For show notes and past guests, please visit tim.blog/podcast.
Sign up for Tim’s email newsletter (“5-Bullet Friday”) at tim.blog/friday.
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Follow Tim:
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Past guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, and many more.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Product Hunt Radio: Episode 14 w/ Alexis Ohanian & Amanda Peyton
On my trip to NYC last week, I swung into Brooklyn to record another episode of PHR with the awesome Alexis Ohanian (Co-founder of reddit, Partner at YC) and Amanda Peyton (Co-founder of Grand St.). We chatted about reddit's upcoming (and long-overdue) mobile app, crack for beards, and the future of Product Hunt over an eclectic sampling of scotch. Listen in! Products mentioned: - Grand St. (http://www.producthunt.com/posts/grand-st) - Marketplace for Indie Electronics - Question Block Lamp (http://www.producthunt.com/posts/question-block-lamp) - Mario-Inspired Touch Sensitive Lamp - Cloud (http://www.producthunt.com/posts/cloud) - Interactive lamp and sound system - Flaviar (http://www.producthunt.com/posts/flaviar) - Discover Premium Spirits. From Craft to Big Brands - Fixed (http://www.producthunt.com/posts/fixed) - The easiest way to fix a parking ticket - AirHelp (http://www.producthunt.com/posts/airhelp) - Get comped for delayed, cancelled, or overbooked flights - Kimd (http://www.producthunt.com/posts/kimd) - Use your smartphone camera without disturbing the crowd - Narwhal (http://www.producthunt.com/posts/narwhal-for-reddit) - A simple app for reddit designed for iOS 7 - iReddit (https://www.youtube.com/watch?v=jjxlEodOETU) - Video commercial for the reddit mobile app from 2009 - TapPainter (http://www.producthunt.com/posts/tappainter) - Picture your room with new colors - Big Green Egg (http://www.biggreenegg.com/) - The ultimate cooking experience - Electric Objects (http://www.producthunt.com/posts/electric-objects) - Digital artwork from the Internet on your wall - Perfect Body Spell (https://www.etsy.com/listing/128737962/perfect-body-plastic-surgery-black) - Look amazing for only $49 P.S. Check out Alexis' epic alien knight. P.P.S. If you care about keeping the internet open, please support net neutrality by contacting your congressman or woman and send your thoughts to the FCC (http://www.fcc.gov/comments). To learn more about net neutrality, watch this video with Alexis: http://www.buzzfeed.com/josephbernstein/reddit-co-founder-on-net-neutrality-its-a-terrible-brand Intro/outro music by eldienneproductions - https://soundcloud.com/eldienneproductions/hip-hop-beat-instrumental
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