All Episodes
Displaying 1 - 20 of 35 in total
Everyone's Wrong About AI Moats — Lessons from Inside Early Google
In this episode of Very True, Alex reconnects with his friend of fifteen years, Michael Stoppelman, recorded 7,000 miles apart — Alex in Israel, Michael in the Bay Are...
When Pattern Recognition is a Liability - How VC is updating its priors for AI and which ones still hold
In this episode of Very True, Alex reconnects with old friend Nic Poulos, early stage investor at Euclid and former cofounder of Bowery, to dissect how venture capital...
AI Companies Are Trying to Run Uber's Playbook but Missing a Critical Ingredient
In this solo episode of Very True, Alex tackles one of the hottest and most scrutinized topics in tech today: the elusive business model of Artificial Intelligence.Rig...
Bet on yourself. Don't be someone's option bet.
In this solo episode of Very True, Alex talks about how venture math actually works and why it looks completely different depending on your fund size, the stage you in...
No Easy Answers: A Founder’s Reality Check on the LLM Boom
The honeymoon phase for AI applications is officially over. In this episode of Very True, Alex Oppenheimer sits down with long-time friend Isaac Heller, Co-founder and...
What Actually Is Enterprise Software Anymore? with Roy Rubin of Magento
In this episode of Very True, Alex sits down with Roy Rubin, Founding Partner of R2 Ventures and former founder of Magento, to dissect the shifting foundations of ente...
All ARR Taste Like Chicken with Elliot Comite
In this episode of Very True, Alex sits down with Elliot Comite, VP of Finance at Perchwell, to dissect the "full-stack" operator mindset. Elliot shares his journey fr...
Turning Ambient Restlessness into Productivity Through Movement
In this solo episode of Very True, Alex introduces a concept he calls Ambient Restlessness, the low-grade mental noise that modern life has wired into most of us, and ...
From 10 Employees Down to 3: Scaling Sales, Search, and Social with Matt Pru of Stackmatix
In this episode of Very True, Alex sits down with Matt Pru, Founder and CEO of Stackmatix, to explore the reality of startup go to market strategies and how the rules ...
The Compounding Tax - What Sustained Stress Actually Costs You
In a departure from the usual startup and finance conversations on Very True, Alex shares a personal and practical framework for understanding the hidden costs of sust...
From 140-Hour Banking Weeks to 45-Minute AI Deep Dives
In this solo episode of Very True, Alex Oppenheimer pulls back the curtain on the "crux of his career" - the art of narrative design and the evolution of financial sto...
Most Finance Operators Are Treading Water Ibrahim Automated His Way Out — With Claude Code.
In this episode of Very True, Alex sits down with Ibrahim Cisse, VP of Finance at Descript, to explore how one of the sharpest financial operators in the game is rebui...
Why Math Doesn't Close Enterprise Deals (Micro Episode)
In this solo episode of Very True, Alex breaks down a frustrating paradox for B2B founders: why pitching undeniable efficiency and cost-savings to legacy businesses is...
Your Business Model Probably Sucks - Part 2
In the second half, Alex moves from theory to tactics. He tackles the often-misunderstood world of unit economics, the innovation of GAAP accounting, and why "Quality ...
Your Business Model Probably Sucks - Part 1
In the first half of this solo deep dive, Alex draws on his background in mechanical engineering to explain why a business model is like a CAD (Computer-Aided Design) ...
How Growth Can Drain Your Cash Faster than You Can Raise Money with Ariel Menche
In this episode of Very True, Alex sits down with Ariel Menche, Founder and CEO of Raftel Strategy, to explore the calculus of the modern business model: The New Net W...
Living in Sprints: Navigating the Eras of a Founder's Life with Todd Saunders
In this episode of Very True, Alex sits down with Todd Saunders, CEO of Broadlume, to explore the nonlinear path from Big Tech employee to vertical SaaS mogul. Todd sh...
How Bad Finance Kills Good Companies with Ariel Menche of Raftel Strategy
In this episode of Very True, Alex sits down with Ariel Menche, Founder and CEO of Raftel Strategy, to demystify the critical difference between "accounting" and "stra...
Investing in AI, Selling Secondaries and Venture Math with Nick Fitz of Juniper Ventures
In this conversation, Alex Oppenheimer of Verissimo Ventures and Nick Fitz of Juniper Ventures discuss venture math, seed investing philosophy, building and fundies AI...
From Craft Beer to Autonomous Checkout: Living Life in Chapters with Avi Moskowitz, CEO of PDQ
In this episode of Very True, Alex sits down with Avi Moskowitz, Founder and CEO of PDQ, to explore the evolution of e-commerce from a simple "copy-paste" of retail to...
