Deal Flow Diaries
Deal Flow Diaries is a high-impact podcast offering listeners a rare window into the minds of the titans shaping today’s economy. From private equity and real estate to fashion, tech, and entertainment, Alexandra Fairweather and Elaine Chamberlain sit down with visionary founders, fund managers, and cultural leaders. Together, they reveal the untold stories behind big deals, hard setbacks, and bold bets—giving listeners unfiltered lessons in risk, ambition, and strategy.
Disclaimer: The views and opinions expressed by the guest(s) are their own and do not necessarily reflect those of the hosts or Deal Flow Diaries (or its affiliated companies). This podcast is for informational and entertainment purposes only and should not be construed as legal, tax, investment, medical, or other professional advice. You should consult your own advisors before making decisions based on this content.
Episodes
10 episodes
Building a Global Fitness Brand from Scratch with Nicoline Roth
High performance today is not just about intensity. It is about intelligence, longevity, and building systems that actually sustain growth. In Episode 9 of Deal Flow Diaries, we sit down with Nicoline Roth, founder of NRTHRN Strong<...
From Prison to Purpose: Troy Alexander on the Power of Radical Self-Accountability
Transformation doesn’t start with opportunity, it starts with accountability. In this episode of Deal Flow Diaries, we sit down with Troy Alexander, founder of T363 Skin, to unpack a journey that begins in a prison cell and evolves into buildin...
From Unsellable to Unstoppable: Jason Saft on the Art of Selling a Home
People do not buy square footage. They buy a future version of themselves. In this episode of Deal Flow Diaries, we sit down with Jason Saft, founder of Staged to Sell Home, to unpack how design functions as a powerful form of visua...
Where AI Lives: Daniel English on the New Real Estate Frontier
Some investors chase returns. Others build the systems that power how the world actually works. In Episode 6 of Deal Flow Diaries, we sit down with Daniel English, co-founder and managing partner of Legacy Investing, to explore how...
Lindsay Barton Barrett: The Art of Billion-Dollar Real Estate
In Episode 5 of Deal Flow Diaries, we sit down with Lindsay Barton Barrett, one of New York City’s most respected real estate brokers, to explore how trust, preparation, and judgment shape the highest levels of the residential market. With more...
Sarah Nesheim: Startups, the Future of Content, and Smart Pivots
In Episode 4 of Deal Flow Diaries, we sit down with Sarah Nesheim, co-founder of Crafted, to unpack the pivots, mistakes, and mindset shifts that transformed a pandemic side project into a data-driven platform connecting social ...
Max Siegelman: Identity-Driven Brand Building
Building a brand people believe in starts long before the numbers make sense. In Episode 3 of Deal Flow Diaries, we sit down with Max Siegelman, founder of Siegelman Stable, to explore how instinct, storytelling, and patience can turn a persona...
Noah Neiman: Reinvention and Building a Community That Aligns
Content Advisory: This episode includes discussion of substance use and overdose. Reinvention isn’t a straight line, and growth isn’t always forward. In Episode 2 of Deal Flow Diaries, we sit down with Noah Neiman, co-founder of Rum...
Eric Goodman: Discipline, Resilience, and Building Through Every Cycle
Real estate finance doesn’t have to be opaque. In the debut episode of Deal Flow Diaries, we sit down with Eric Goodman, co-founder and managing partner of Goodman Capital LLC, to unpack how disciplined private credit strategies are built—and s...