Automate Yourself
Dina Levitan, Chill Labs
The AI Disruption is shifting the job and career ecosystem. This publication shares real stories of how we are all adapting to the new reality. Let's approach the future with excitement instead of fear!
What if the best career move you could make is to automate yourself out of your job? Here's the thing - while everyone's worried about AI taking their jobs, some people are leaning into the "Automate Yourself" mindset, using automation to catapult themselves into new and exciting opportunities. They're saving 20+ hours a week, creating space for higher-impact work, and reinventing themselves.
What if the best career move you could make is to automate yourself out of your job? Here's the thing - while everyone's worried about AI taking their jobs, some people are leaning into the "Automate Yourself" mindset, using automation to catapult themselves into new and exciting opportunities. They're saving 20+ hours a week, creating space for higher-impact work, and reinventing themselves.
Episodes
Mentioned books
Mar 23, 2026 • 30min
This CPO Left a 20-Year Career to Bet on Herself. Here's What She Learned.
What does a 20-year CPO who walked away from the corporate track actually look like on the other side? Elena Luneva spent two decades leading product at Nextdoor, OpenTable, BrainTrust, and BlackRock, and then decided to bet on herself. In this conversation, she breaks down how a "no more hiring" mandate forced her team to get creative with AI, why 60% of managers are stuck rehashing information instead of making decisions, and what she wishes someone had told her about going solo: the product is you, and the go-to-market is the hardest part.Chapters00:00 Introduction to Elena Luneva00:40 Elena's 20-Year Product Leadership Journey02:29 Life as a Product Leader Across Industries04:09 When AI First Changed the Game07:25 Constraints Breed Creativity08:46 60% of Your Day Is Meetings (and How AI Fixes That)12:05 Going Independent After 20 Years15:09 Self-Awareness in the Age of AI15:42 AI Is a Packaging Tool, Not a Thinking Tool18:05 The "Three Weeks to 20 Minutes" Moment18:52 The Hardest Part of Going Solo21:44 Building Is Easy Now. Go-to-Market Is the Hard Part24:29 What's Next for Elena26:14 Advice: You're the Director of Your Own Movie28:46 Where to Find ElenaKeywordsCPO career change, product leadership, going independent, solopreneur, AI for executives, AI communication, career reinvention, product management, go-to-market strategy, automation, Maven coursesFIND ME ONLINELinkTree: http://linktr.ee/chillaborateNewsletter: http://newsletter.chillaborate.comPodcast: http://bit.ly/automate-yourself-podcastX/Twitter: https://x.com/chillaborateLinkedIn: http://linkedin.com/company/chill-labsInstagram: http://instagram.com/chillaborateTikTok: https://www.tiktok.com/@chillaborateFIND ELENA ONLINESubstack: https://elenasletters.substack.comMaven: https://elenaluneva.maven.comLinkedIn: https://www.linkedin.com/in/elenaluneva
Jan 12, 2026 • 22min
From Google SRE to AI-Powered Solopreneur
In this episode of the Automate Yourself podcast, Dina Levitan and Yves Junqueira, founder of Pipeboard and former Google SRE, explore the transformative power of automation in business. They discuss how automation can empower solopreneurs to do more and more with AI, and Yves shares insights from his journey in building AI tools. The conversation delves into how to integrate best practices into automation and the potential for AI to redefine career opportunities.Chapters00:00 Introduction to Yves Junqueira and His Journey03:24 The Role of Automation at Google06:02 Transitioning to AI-Driven Marketing09:07 Empowering Solopreneurs with AI15:06 Best Practices in Automation16:18 Building AI Solutions for Business Needs18:53 Final Thoughts and Future DirectionsKeywordsAI, automation, solopreneurs, marketing, career transformation, Google SRE, Pipeboard, innovation, technologyFIND ME ONLINELinkTree: http://linktr.ee/chillaborateNewsletter: http://newsletter.chillaborate.comPodcast: http://bit.ly/automate-yourself-podcastX/Twitter: http://x.com/@chillaborateLinkedIn: http://linkedin.com/company/chill-labsInstagram: http://instagram.com/chillaborateTikTok: https://www.tiktok.com/@chillaborateFIND YVES ONLINELinkedIn: https://www.linkedin.com/in/yvesjunqueira Website: http://pipeboard.co
Sep 18, 2025 • 27min
Scale Yourself with AI Employees: How One CEO Multiplied His Impact with 40+ AI Agents
Jacob Bank, CEO of Relay.app and former Google product leader, shares his journey in building AI agents to revolutionize workplace productivity. He discusses how AI can redefine roles, highlighting what AI excels at compared to human strengths. The conversation covers the evolving landscape of job security and the essential human skills that remain vital in an AI-driven world. Jacob also emphasizes practical steps individuals can take to adapt and grow in this new dynamic, showcasing the transformative potential of automation for small businesses.
5 snips
Jul 28, 2025 • 27min
I Can Do Anything Now: How AI Renewed One Netflix Developer's Love for Engineering
Deonna Hodges, a software engineer at Netflix and passionate content creator, shares her inspiring journey with AI. She discusses how embracing AI has reignited her passion for engineering and transformed her workflow. Deonna emphasizes the importance of knowledge sharing to foster community growth and alleviate fears about AI in the job market. She highlights innovative projects that aim to democratize technology, showcasing how automation can redefine professional identities and enhance productivity in the tech industry.
Jul 25, 2025 • 1min
Welcome to Automate Yourself
Explore how automation can be a game changer for your career. Discover techniques to overcome AI anxiety and empower yourself in the workplace. Learn from personal experiences in tech and see how automation frees you from repetitive tasks. Embrace the future of work and tackle more meaningful challenges. Ready to transform your career journey?
