998: In Case You Missed It in May 2026
In this month’s episode of ICYMI, Jon Krohn explores how AI agents are simultaneously creating new risks and unlocking powerful new ways of working with data. Hear from Anneka Gupta, Cal Al-Dhubaib, Trevor Manz, Jazmia Henry, Jeremy Mumford, and Jacob Miller, discussing why the old cybersecurity playbook breaks down in the age of Claude Mythos, how the notebook became an AI agent’s working memory, what it really takes to build a foundation model from scratch, and why failing slowly is the most expensive mistake an AI team can make.
Additional materials: www.superdatascience.com/998
Interested in sponsoring a SuperDataScience Podcast episode? Email natalie@superdatascience.com for sponsorship information.
In this episode you will learn:
(00:40) Why Claude Mythos Changes Everything About Cybersecurity
(08:11) Why Your Notebook Should Be Your Agent’s Working Memory
(13:19) What It Actually Takes to Build a Foundation Model From Scratch
(20:46) Failing Slowly Is the Most Expensive AI Mistake
989: Security for Mythos-Era Agentic Risks, with Rubrik’s Anneka Gupta and Cal Al-Dhubaib
Rubrik’s Anneka Gupta and Cal Al-Dhubaib speak to Jon Krohn about cybersecurity measures, the risks AI in business might pose for malicious attacks, and why AI should be kept “boring.” Find out how Rubrik safeguards client data, what zero trust is in the context of cybersecurity, and why cyber-resilience needs to be a top priority for companies looking to adopt AI.
Additional materials: www.superdatascience.com/989
Interested in sponsoring a SuperDataScience Podcast episode? Email natalie@superdatascience.com for sponsorship information.
In this episode you will learn:
(02:25) All about Rubrik
(08:51) The announcement of Claude Mythos
(26:26) Utilizing zero trust
(40:36) About the Rubrik agent cloud
Cyber Resilience Beyond Prevention with Anneka Gupta
When attackers are smart enough to hit your backups, recovery becomes your best defense. Rubrik’s Chief Product Officer, Anneka Gupta, joins host Corey Quinn to break down what true cyber resilience looks like in today’s multi-cloud world. From AI-driven recovery to surviving ransomware with your data (and reputation) intact, this episode covers what it really takes to bounce back when everything goes sideways.
Show Highlights
(00:00) Introduction to Ransomware and Backups
(00:25) Welcome to Screaming in the Cloud
(00:32) Introducing Rubrik and Annika Gupta
(01:26) What Does Rubrik Do?
(02:18) Evolution of Backup and Recovery
(03:37) Challenges in Cyber Recovery
(05:33) Rubrik's Approach to Cyber Resilience
(08:44) Importance of Cyber Recovery Simulations
(09:40) Security vs. Operational Recovery
(11:28) Assume Breach: A New Security Paradigm
(14:29) Multi-Cloud Complexities and Security
(27:45) Hybrid Cloud and Cyber Resilience
(29:25) AI in Cyber Resilience
(33:09) Conclusion and Contact Information
About Anneka Gupta
Anneka Gupta is a senior executive leader with a proven track record of scaling successful B2B SaaS businesses from the ground up. She’s led across product, tech, go-to-market, and operations, always with a customer-first mindset. Known for turning complex challenges into big wins, Anneka brings energy, innovation, and real-world results to every team she leads.
She’s been recognized as one of San Francisco Business Times’ Most Influential Women in Business and 40 Under 40, as well as a Rising Star by AdExchanger and Marketing EDGE. Oh, and AdAge once named her one of the Top 10 Digital Marketing Innovators.
Links
rubrik.com/sitc
https://www.linkedin.com/in/annekagupta/
Sponsor:
Rubrik: https://www.rubrik.com/sitc
SaaStr 788: Going Multi-Product in the Age of AI with Webflow, Rubrik, Zoom, and ProductBoard
SaaStr 788: Going Multi-Product in the Age of AI with Webflow, Rubrik, Zoom, and ProductBoard
At SaaStr Annual's AI Summit, we asked product leaders from some of the fastest-growing SaaS companies to share their insights on navigating the AI revolution while scaling multi-product strategies. This panel of product leaders featured Anneka Gupta, CPO at Rubrik, Mahesh Ram, Head of AI Product at Zoom, Hubert Palan, CEO at Productboard, and Rachel Wolan, CPO at Webflow.
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SaaStr hosts the largest SaaS community events on the planet.
Hey everybody - thanks to the 10,000 of you who came out to SaaStr Annual. We had a blast and big news -- we'll be back in MAY of 2025. That's right, the SaaStr Annual will be a bit earlier next year, May 13-15 2025. We'll still be back in the same venue, in the SF bay area at the 40+ acre sprawling san mateo county events center. Grab your tickets at saastrannual.com with code JASON50 for an extra discount on our very best pricing.
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Becoming more strategic, navigating difficult colleagues, harnessing founder mode, and more | Anneka Gupta (Chief Product Officer at Rubrik)
Anneka Gupta is the Chief Product Officer at Rubrik, a leading B2B cybersecurity company. She previously spent 11 years at LiveRamp, where she was the President and Head of Product and Platforms leading product development and go-to-market operations and strategy. Anneka also sits on the board of directors for Tinuiti and teaches product management at Stanford University. In our conversation, we discuss:
• Navigating “founder mode” dynamics in organizations
• Navigating difficult personalities and aligning teams
• The PM skill of summarization
• Giving and receiving hard feedback effectively
• The value of a positive mindset
• Tips for breaking into product management
• Much more
—
Brought to you by:
• The Enterprise Ready Conference — For B2B leaders building enterprise SaaS
• Command AI — AI-powered user assistance for modern products and impatient users
• Eppo — Run reliable, impactful experiments
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Find the transcript at: https://www.lennysnewsletter.com/p/becoming-more-strategic-anneka-gupta
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Where to find Anneka Gupta:
• X: https://x.com/annekagupta
• LinkedIn: https://www.linkedin.com/in/annekagupta
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Where to find Lenny:
• Newsletter: https://www.lennysnewsletter.com
• X: https://twitter.com/lennysan
• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/
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In this episode, we cover:
(00:00) Introduction to Anneka Gupta
(01:43) Key mindsets for success
(05:30) Managing energy for optimal performance
(09:05) Founder mode
(18:26) Becoming more strategic
(27:54) The importance of decision-making
(37:18) Navigating difficult personalities
(41:38) Techniques for giving and receiving feedback
(51:01) Transitioning into product management
(54:56) Advice for aspiring product managers
(59:39) Leveraging AI tools in product management
(01:01:27) The power of a positive mindset
(01:04:30) Lightning round
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Referenced:
• Founder Mode: https://paulgraham.com/foundermode.html
• Building a long and meaningful career | Nikhyl Singhal (Meta, Google): https://www.lennysnewsletter.com/p/building-a-long-and-meaningful-career
• The Skip community: https://www.linkedin.com/company/skip-community/
• Rubrik: https://www.rubrik.com/
• 5 essential questions to craft a winning strategy | Roger Martin (author, advisor, speaker): https://www.lennysnewsletter.com/p/the-ultimate-guide-to-strategy-roger-martin
• Playing to Win: How Strategy Really Works: https://www.amazon.com/Playing-Win-Strategy-Really-Works/dp/142218739X
• Thinking like a gardener not a builder, organizing teams like slime mold, the adjacent possible, and other unconventional product advice | Alex Komoroske: https://www.lennysnewsletter.com/p/unconventional-product-advice-alex-komoroske
• Acquired podcast interviews Zuckerberg in San Francisco: https://transistor.fm/acquired-live/
• Hema Mohan on LinkedIn: https://www.linkedin.com/in/hemamohan/
• Radical Candor: Be a Kick-Ass Boss Without Losing Your Humanity: https://www.amazon.com/Radical-Candor-Kick-Ass-Without-Humanity/dp/1250103509
• Radical Candor: From theory to practice with author Kim Scott: https://www.lennysnewsletter.com/p/radical-candor-from-theory-to-practice
• LiveRamp: https://liveramp.com/
• Product Management class at Stanford: https://www.gsb.stanford.edu/experience/learning/experiential-learning/action-learning-program/product-management
• Figma: https://www.figma.com/
• Dovetail: https://try.dovetail.com/
• The Remarkable Advantage of Abundant Thinking: https://review.firstround.com/the-remarkable-advantage-of-abundant-thinking/
• The Hard Thing About Hard Things: Building a Business When There Are No Easy Answers: https://www.amazon.com/Hard-Thing-About-Things-Building/dp/0062273205
• Brandon Sanderson’s books: https://www.amazon.com/stores/Brandon-Sanderson/author/B001IGFHW6
• Fallout on Prime Video: https://www.amazon.com/dp/B0CN4HV16N
• Thunderbolt 4 ( 3-meter cable): https://www.apple.com/shop/product/MW5H3AM/A/thunderbolt-4-usb%E2%80%91c-pro-cable-3-m
• Isaac Asimov: https://en.wikipedia.org/wiki/Isaac_Asimov
• The complete Foundation series: https://www.amazon.com/Complete-Asimovs-Foundation-Foundations-Prelude/dp/B01EFDEMS8
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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.
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Lenny may be an investor in the companies discussed.
This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.lennysnewsletter.com/subscribe
SaaStr 742: The Top 5 Secrets for Building Great Products with Leaders at Slack, Rubrik, and Grammarly
SaaStr 742: The Top 5 Secrets for Building Great Products with Leaders at Slack, Rubrik, and Grammarly
As Product leaders, you have to build trust with CEOs and founders, align on vision and strategy, stay focused on the customer's problem, and effectively navigate misalignment to ensure your product has the greatest chances of success right out of the gate.
But how do you tactically achieve all of that? Tamar Yehoshua, former CPO at Slack and Partner at IVP, Anneka Gupta, CPO of Rubrik, and Noam Lovinsky, CPO of Grammarly, shared practical advice at SaaStr Annual from the trenches so you can build great products and great teams all at once.
Follow along with the full write-up of this podcast here.
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SaaStr hosts the largest SaaS community events on the planet.
Join us in 2024 at:
SaaStr Annual: Sept. 10-12 in the SF Bay Area. Join 12,500 SaaS professionals, CEOs, revenue leaders and investors for the world's LARGEST SaaS community event of the year. Podcast listeners can grab a discount on tickets here: https://www.saastrannual2024.com/buy-tickets?promo=fave20
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This episode is sponsored by: Northwest Registered Agent
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This episode is sponsored by: Remote.com
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