Change Order Podcast

Dan Mishin is the Founder and CEO of Manifest OS, an AI-native legal infrastructure platform helping lawyers double their income by eliminating non-legal work. Before Manifest, he founded June Homes and learned hard lessons about business fundamentals. Dan and Jason discuss why lawyers spend two-thirds of their time doing non-legal work, and how Manifest uses AI to handle everything from business...

AI is changing what it means to be good at your job. Dan Shipper, co-founder and CEO of Every, shares how he went from productivity writer to leading an AI-native company running six apps with a lean team, without being a full-time engineer. In this episode with Jason Shuman, Dan gets into: - how shipping work now looks more like directing - systems than writing code - why managing AI feels like r...

When’s the last time you had a good customer experience? Alex Levin, Co-founder and CEO of Regal AI, is building AI Phone Agents that handle millions of customer calls for a small fraction of the cost, and drive higher customer satisfaction.  In this episode with Jason Shuman, Levin gets into: • why companies moved away from phone calls despite customer demand. • how legacy vendors decided voice w...

What if the future of law isn’t about replacing lawyers, but supercharging them? Ryan Daniels , Co-founder and CEO of Crosby, is building the world’s first AI-powered law firm that blends human judgment with machine speed to handle contracts in hours, not days. In this episode with Jason Shuman, he discusses: • why the $1T legal industry is finally ready for automation. • how Crosby became an AI-f...

The pace of innovation has never been faster or harder to follow. Mario Gabriele , founder of The Generalist , a newsletter and community helping over 150K readers make sense of what matters in tech, AI, and venture, joins Jason Shuman to share how deep research and storytelling help him decode the forces shaping what’s next. They get into: • the mental models behind The Generalist’s most-read sto...

With emergency response times under three minutes, the future of public safety is airborne. Rahul Sidhu , co-founder and CEO of Aerodome, joins Jason Shuman on Change Order to share how he and his team are deploying drones as ‘first responders’, combining automation and aviation to transform how cities handle critical events. Together, they explore: • how a pandemic-induced staffing crisis gave ri...

What if AI’s most transformative impact starts where we least expect it, in a classroom? Adeel Khan , former principal and CEO of MagicSchool, turned this insight into an AI platform helping over 6 million educators reduce burnout and elevate teaching. On Change Order, with Jason Shuman , he shares: • the role of teachers in guiding AI to personalize learning for each student. • how MagicSchool be...

What if government spending was as searchable as the web? Justin Wenig, founder & CEO of Starbridge, joins Jason to unpack how his team uses AI and FOIA at scale to make public spending transparent and actionable for both vendors and agencies. In this episode of Change Order, they get into: • how FOIA becomes a go-to-market superpower (and how to operationalize it) • building the largest purch...

First-party fraud costs businesses over $100 billion a year, often because finance teams rely on outdated systems. Enter Casap, an AI-driven platform that reduces fraud losses and simplifies dispute resolution. On Change Order, Shanthi Shanmugam, CEO and co-founder, shares how her experience in product and customer care at Robinhood inspired the creation of Casap. She also discusses with Jason Shu...

From sleeping in auto shops to raising $33M. Adi Bathla ’s founder story is one of grit, timing, and a relentless pursuit of repeatability. Now, as CEO of Revv, he’s digitizing one of the most offline industries in America. He joins Jason Shuman to share: • the moment he knew Revv had product-market fit • why burning the boats was the only way forward • lessons from jet.com, Misfits Market, and Wa...

Why spend months chasing lenders, investors and tax credit buyers when you can connect instantly to the largest network? Allen Kramer , co-founder and COO of Crux, joins Jason Shuman to unpack how Crux is transforming U.S. clean energy finance, helping over 715+ developers, manufacturers, and investors unlock the capital needed to meet the nation’s surging energy demand, all on one single platform...

What if gaining success only raises the stakes? Having operated at the center of scale, Michael Tannenbaum , the former COO of Brex and now CEO of Figure and Arthur Levy , CBO of Brex, share how they’ve kept their edge, and where AI is pushing fintech next. They join Jason Shuman to discuss: ​there’s more to operating than being great at finance ​how saying ‘no’ becomes the hardest part of success...

Is AI a threat to creativity or the ultimate creative assistant? Shane Hegde , Co-founder and CEO of Air, believes it’s the latter.  With roots in creative writing and a career pivot into computer science, Shane set out to build a platform that leverages AI to free creative teams from routine tasks. In this of episode of Change Order⁠ , he joins Jason Shuman⁠ to unpack: why every brand needs creat...

Solving Hollywood’s pain with vertical fintech. Ali Javid , CEO and Co-founder of Wrapbook, and his team want to make sure no one gets left waiting. In this episode of Change Order he joins Jason Shuman to reveal how Wrapbook helps production teams handle payroll and accounting more smoothly and quickly. On the docket: • how Wrapbook digitized payroll from end to end  • why trade wars must factor...

In S1, Jason Shuman spoke with Ryan Serhant, Codie Sanchez, and Ankur Jain about steering through change. Season 2 brings Ali Javid, Michael Tennenbaum, Shane Hegde, and more into the conversation, exploring the crucibles that have shaped their journeys. Links to the new YouTube, Spotify, and Apple Podcasts feeds are in the comments.

In a market where Manhattan offices sit empty and $1.5T in real estate debt awaits refinancing, timing is paramount. Ask Scott Rechler—he sold his company at the peak in '07, waited out the crash, then built RXR into a $17 B GAV empire. In this episode of Change Order, hosted by Jason Shuman, he shares: • how he built a $6B business— twice • handling Carl Icahn's hostile takeover bid • what he lea...

Meet Ryan Serhant, the CEO of SERHANT, and star of the hit show, "Million Dollar Listing New York” we all love. From struggling actor to real estate mogul, Ryan’s journey is nothing short of inspiring. In this episode, he shares: • How he grew from $9,200 to $2B in sales in 2022, with sights set on $5B in 2024 • The applications of AI in real estate • How being an actor taught him sales • The ups...

In this episode of Change Order, Jason Shuman (General Partner at Primary) sits down with Arthur Levy (Chief Business Officer at Brex) to hear his extraordinary journey, from his venture capital roots to becoming an indispensable operator at Brex. Arthur shares the pivotal decisions that shaped his path, reveals how to form strategic partnerships, and unpacks the significance of grit and personal...

Ilir Sela, Founder & CEO of Slice, grew up with pizza in his DNA—his family ran pizzerias in NYC, so he knew the grind inside out. Watching mom-and-pop pizza shops get left behind, he bootstrapped MyPizza in 2009. What started with Ilir entering orders in a Starbucks has grown into Slice—a platform now driving $1B+ in GMV for 20,000+ independent pizzerias, saving them $265M. Primary is proud t...

Not every experienced leader thrives in a startup. Few people understand this better than Kat Cole. As President & COO of AG1, she’s leading its growth in 60+ countries, driving a global health initiative poised to transform the $6.3 trillion industry. In conversation with Jason Shuman, Kat unpacks: - why 90% of pitches are dead on arrival, - subtle cues that expose a weak founder within minut...

Markets can stay irrational longer than you can remain solvent. If you’re a VC, you’ve likely lived through this. Both public and private markets change in a flash, but human nature stays the same. Amidst this, an anti-VC investor emerges. Meet James O’Shaughnessy, Founder and CEO of O'Shaughnessy Ventures LLC. Previously, James founded and chaired OSAM, an asset management firm, and served as Dir...

44 million American households pay rent every month. What incentive do they have, apart from the obvious deterrent of being homeless? Zilch. Nada. Our guest, Ankur Jain, and his team are switching things up. Born to immigrant parents, he sold his company to Tinder, and became VP of Product. Today, he spearheads Bilt Rewards and Kairos. Ankur shares how missing the cut for his basketball team becam...

Are there too many baby boomer businesses up for grabs? Codie Sanchez thinks so. With 60% of U.S. small businesses owned by baby boomers, she believes the real risk is that no one steps up to buy them. For Codie, what began as a quiet side hustle at Goldman Sachs has grown into an extensive portfolio of small businesses—the kind private equity ignores but, as she insists, you should capitalize on....