2026
-
Burn The Map: Delegation Chaos, Distant Assistants, & The Founder’s Escape Hatch w/ Jaime Jay
In This Episode: We talk to Jaime Jay about going from the 82nd Airborne to homelessness (more than once), to building a company that helps founders get their time back […]
-
Burn the Map: Clone Your Genius, Survive AI Change, and Middle Management Beware w/ Monica Marquez
We sit down with Monica Marquez, co-founder of Flipwork AI and the unofficial change management therapist every modern exec wishes they had on speed dial. Monica’s resume is a “who’s who” of places that love an acronym—NYU, Goldman Sachs, EY, Bank of America—so trust me, she’s seen every flavor of corporate resistance to tech you can imagine. Monica calls out the dirty little secret of AI in the enterprise: Buying the tech is easy; getting humans to actually use it (without mangling your workflows and ROI) is the real Olympic sport. She dishes on why middle managers are often the AI adoption bottleneck, how automation at scale can make your mistakes embarrassingly public, and why “working harder” stopped mattering the second AI walked in the door.
-
Burn The Map: Holograms, Flat Squirrels, & Why You Really Need Cake on Tuesday w/ Elizabeth Bieniek
We sit down with Elizabeth Bieniek: accidental innovator, corporate plane-repairer at 30,000 feet, and author of Cake on Tuesday, a book for people who like their business advice with more real talk and less corporate fluff. Elizabeth walks us through her unpredictable path—from getting an MBA at Babson and tumbling into the tech world, to launching a stealth startup inside Cisco, and then finally distilling years of chaos into 25 lessons for unlocking corporate innovation. Why Cake on Tuesday? Because frankly, what’s the point of slogging through strategy sessions if you’re not enjoying the ride (and the cake)?
-
Burn The Map: Outfoxing Wall Street with Dr. Craig Kaplan Pt.2
We sit down with Dr. Craig A. Kaplan, the PhD-wielding brains behind Predict Wall Street (and, apparently, the patron saint of retail investors everywhere). Craig walks us through 14 years in the financial trenches, building tech to turn the “dumb money” crowd into a collective force that could actually beat Wall Street at its own game—at least until the hedge funds caught the scent and crashed the party. Brace yourself for a story that’s equal parts “wisdom of crowds,” collective intelligence research, and “what happens when the little guy dares to play with the big boys.” If you still think your hot stock tip has a shot, prepare to have that illusion gently (okay, not-so-gently) shattered.