Shows / The Free to Grow CFO Podcast
The Free to Grow CFO Podcast
Welcome to The Free to Grow CFO Podcast, where we dive deep into conversations about scaling a profitable DTC brand. Join us as we talk with DTC and Ecommerce experts, operators, and brand founders to uncover the strategies, financial insights, and real-world lessons behind sustainable growth. Whether you’re building toward your first million or scaling beyond eight figures, each episode is packed with practical advice to help you grow smarter and more profitably.
Episodes
The Free to Grow CFO PodcastMini Episode: Why 13 Week Cash Planning is a Waste of Time
Episode Summary In this mini episode of the Free to Grow CFO Podcast, Jon Blair challenges the dogma surrounding 13-week cash forecasts for DTC brands. While…
The Free to Grow CFO PodcastThe Burnout Trap of Success (And How to Escape It)
Episode Summary In this episode of the Free To Grow CFO podcast, Jon Blair and Matt Kyser discuss the intersection of business growth, leadership, and holistic…
The Free to Grow CFO PodcastBONUS EPISODE: Ecom Scaling Show: Merchandising Your Ad Account For DTC Brands (Ep. 4)
Welcome to the Ecom Scaling Show, brought to you by Free To Grow CFO and Aplo Group! Join hosts Jon Blair (Founder, Free to Grow CFO) and Dylan Byers…
The Free to Grow CFO PodcastWhy Your Ads May Not Be as Profitable As You Think
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Karl O'Brien discuss the common misconceptions surrounding the profitability of…
The Free to Grow CFO PodcastMini Episode: A Million Dollar Secret That Only the DTC Scaling Elite Know About
Episode Summary In this mini episode of the Free to Grow CFO podcast, Jon Blair discusses the concept of risk-adjusted bets in the context of scaling…
The Free to Grow CFO PodcastShould Your Brand Be Using an ERP?
Episode Summary In this episode of the Free to Grow CFO podcast, host Jon Blair speaks with Kyle Hency, co-founder and CEO of Good Day, about his journey from…
The Free to Grow CFO PodcastHow to Find Cash Hidden in Your DTC Brand
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Ben Tregoe discuss the importance of extracting cash from DTC brands to build…
The Free to Grow CFO PodcastBONUS EPISODE: Ecom Scaling Show: Scaling Your DTC Ads Profitably In 2025 (Ep. 3)
Welcome to the Ecom Scaling Show, brought to you by Free To Grow CFO and Aplo Group! Join hosts Jon Blair (Founder, Free to Grow CFO) and Dylan Byers…
The Free to Grow CFO PodcastFrom Profit to Property: How DTC Founders Can Build Wealth Through Real Estate
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Chad Hampton discuss the importance of real estate investing as a means to build…
The Free to Grow CFO PodcastMini Episode: Why LTV in Shopify and TripleWhale is Wrong
Episode Summary In this mini episode of the Free to Grow CFO podcast, Jon Blair discusses the concept of LTV (Lifetime Value) in the context of DTC brands…
The Free to Grow CFO PodcastWhy Your Bank Won’t Finance DTC Inventory
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Quentin Purtzer discuss the challenges DTC brands face in securing financing for…
The Free to Grow CFO PodcastMini Episode: A Dead Simple Formula For Building Wealth Without Selling Your Brand
Episode Summary In this mini episode of the Free to Grow CFO podcast, Jon Blair discusses how DTC brands can build wealth without relying on a big exit. He…
The Free to Grow CFO PodcastBONUS EPISODE: Ecom Scaling Show: Build Financial Resiliency Into Your E-Commerce Business (Ep. 2)
Welcome to the Ecom Scaling Show, brought to you by Free To Grow CFO and Aplo Group! Join hosts Jon Blair (Founder, Free to Grow CFO) and Dylan Byers…
- The Free to Grow CFO Podcast
Mini Episode: Reading Your P&L Hurting Your Brain? Try This!
Episode Summary In this mini episode of the Free To Grow CFO podcast, Jon Blair discusses how to effectively organize your Profit and Loss (P&L) statement to…
The Free to Grow CFO PodcastHow to Choose the Right Debt at the Right Time
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Kyle Rector discuss the intricacies of debt financing for direct-to-consumer…
The Free to Grow CFO PodcastBONUS EPISODE: Ecom Scaling Show: Why DTC Marketing & Finance Are Better Together
Welcome to the Ecom Scaling Show, brought to you by Free To Grow CFO and Aplo Group! Join hosts Jon Blair (Founder, Free to Grow CFO) and Dylan Byers…
The Free to Grow CFO PodcastHow To Bootstrap a DTC Brand from Zero to Scale
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair interviews Sean Busch, founder of DadMode and former founder of Puracy. They discuss…
The Free to Grow CFO PodcastWhy an IMS May Not Fix Your Finance-Ops Disconnect
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Arjun Aggarwal discuss the challenges faced by DTC brands in managing inventory…
The Free to Grow CFO PodcastMini Episode: The Two Most Important Acquisition Metrics for DTC Brands
Episode Summary ROAS and MER might dominate DTC marketing conversations, but they’re not the metrics that actually tell you if your new customers are…
The Free to Grow CFO PodcastMessy Margins, Broken Balance Sheets, and the Real Cost of Bad Bookkeeping
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Melissa Cafagna discuss the critical aspects of scaling a DTC brand with a focus…
The Free to Grow CFO PodcastMini Episode: My Profitable Cash Rich Brand Doesn’t Need a CFO Right? Wrong
Episode Summary In this mini-episode of The Free to Grow CFO Podcast, Jon Blair challenges a common misconception among DTC brand founders: that a profitable…
The Free to Grow CFO PodcastThe Truth About Trump's Tariffs - What You Should Do Now
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair speaks with Izzy Rosenzweig, founder and CEO of Portless, about the evolving…
The Free to Grow CFO PodcastMini Episode: The Danger of Using a Blended ROAS Target
Episode Summary In this mini-episode of The Free to Grow CFO Podcast, Jon Blair breaks down a common mistake he sees in DTC brand financial strategy: relying…
The Free to Grow CFO PodcastGood Debt vs. Bad Debt: How to Fund Your DTC Brand Without Sinking It
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Keith Kohler discuss the intricacies of financing for DTC brands, focusing on…
The Free to Grow CFO PodcastThe Secrets to Scaling Ads Profitably:From a Rebel Agency
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Chris Pearson discuss the principles of profitable growth marketing for DTC…
The Free to Grow CFO PodcastHow to Fast Track Profitable Product Launches
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Clay Banks discuss the essential strategies for successfully launching a new…
The Free to Grow CFO PodcastBeyond Shopify: How to Win on Amazon, Walmart & Target
Episode Summary This week on the Free to Grow CFO podcast, we welcome back Tana Cofer, co-founder of Glitter Faced and RosieRai, alongside her husband and…
The Free to Grow CFO PodcastDon’t Fall Victim to These DTC Finance Myths
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Jeff Lowenstein discuss common finance myths in the DTC (Direct-to-Consumer)…
The Free to Grow CFO PodcastThe Future of Ad Spend Attribution
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Michael True discuss the intricacies of scaling DTC brands with a focus on…
The Free to Grow CFO PodcastThe Secrets of Elite DTC Brand CEOs
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and KC Holiday discuss the challenges and strategies for scaling DTC brands…
The Free to Grow CFO PodcastHow to Navigate Debt Options for Scaling DTC Brands
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Melissa Cafagna discuss the complexities of debt financing for DTC brands. They…
The Free to Grow CFO PodcastHow to Love the Journey Scaling to 7-Figures and Beyond
Episode Summary In this episode of the Free to Grow CFO podcast, host Jon Blair and guest Clay Banks discuss the realities and misconceptions of starting and…
The Free to Grow CFO PodcastThe Five F’s: A Holistic Approach to Entrepreneurship
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Chris Lang discuss the importance of holistic health for entrepreneurs. They…
The Free to Grow CFO PodcastE-Commerce Accounting 101: Tips, Tricks, and Mistakes to Avoid
Episode Summary In this episode of The Free to Grow CFO Podcast, Jon Blair sits down with AJ Stockwell, founder of Climb CFO and e-commerce accounting expert…
The Free to Grow CFO PodcastMini Episode: Why Your CPA Should Not Keep Your $10M Brand's Books
Episode Summary In this mini-episode of The Free to Grow CFO Podcast, Jon Blair discusses the critical importance of specialized bookkeeping for e-commerce…
The Free to Grow CFO Podcast3 Warning Signs Your Bookkeeping is Holding Back Your DTC Brand’s Growth
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Jeff Lowenstein discuss the critical role of bookkeeping in scaling…
The Free to Grow CFO PodcastDTC Hypergrowth and Overcoming Supply Chain Constraints
Episode Summary This week on The Free to Grow CFO Podcast, Jon Blair is joined by Doug Schneider, COO of Heart & Soil, to discuss the challenges and strategies…
The Free to Grow CFO PodcastThe Top 3 Mistakes DTC Brands Make While Scaling From $1M to $10M
Episode Summary In this episode of the Free to Grow CFO podcast, Jon Blair and Jeff Lowenstein discuss the common mistakes DTC brands make while scaling from…
The Free to Grow CFO PodcastNetworking Your Way to eComm Success
Episode Summary In this episode of the Free to Grow CFO Podcast, Jon Blair sits down with Tim Clark, founder of The Retail RX, to chat about scaling D2C brands…
The Free to Grow CFO PodcastGrowth vs. Profit: Can Your DTC Brand Have Both?
Episode Summary This week on the Free to Grow CFO Podcast, Jon Blair chats with Dylan Byers, to discuss the speed of scale versus profitability for DTC brands…
The Free to Grow CFO PodcastThe Silent DTC Brand Killer - Jacked Up Bookkeeping
Episode Summary In this episode of The Free to Grow CFO Podcast, host Jon Blair sits down with Lio Pinchevski, founder and CEO of Finaloop, to dive deep into…
The Free to Grow CFO PodcastScaling Advice From an Amazon and Marketplace Pro
Episode Summary In this week’s episode of the Free to Grow CFO Podcast, host Jon Blair dives deep into conversations with Tana Cofer, founder of RosieRai an…
The Free to Grow CFO PodcastFive Harsh Truths To Scaling DTC Profitably in 2024 and Beyond
Episode Summary In this episode of the Free to Grow CFO Podcast, Jon Blair is joined in the studio once again by his co-founder, Jeff Lowenstein to tackle the…
The Free to Grow CFO PodcastDTC War Stories: What COVID Taught Us About eComm
Episode Summary In this episode of the Free to Grow CFO Podcast, Jon Blair is joined by Nate Littlewood, founder and fractional CFO at Future Ready, to share…
The Free to Grow CFO PodcastHow Elite Profitable Brands Optimize Shipping & Fulfillment
Episode Summary In this episode of The Free to Grow CFO Podcast, host Jon Blair sits down with Tony Runyan, Chief Client Officer at Red Stag Fulfillment, to…
The Free to Grow CFO PodcastThe Common ERP Mistake Costing You Profit
Episode Summary This week on the Free to Grow CFO Podcast, host Jon Blair, founder of Free to Grow CFO, welcomes Jared Ward, founder and CEO of Luminous. They…
The Free to Grow CFO PodcastThe Power of Integrating Physical and Digital Retail Experiences
Episode Summary This week on the Free to Grow CFO podcast, host Jon Blair is joined by Matt Ezyk, Director of eCommerce at Pet Supermarket. They delve into…
The Free to Grow CFO PodcastRedefining Attribution: How DTC Brands Thrive Post-iOS14
Episode Summary In this episode of the Free to Grow CFO podcast, host Jon Blair dives into the intricate world of scaling DTC brands with a profit-focused…
The Free to Grow CFO PodcastMastering Amazon for DTC Brands Part 1
Episode Summary In this episode of The Free to Grow CFO Podcast, host Jon Blair, founder of Free to Grow CFO, is joined by his co-founder and Amazon expert…
The Free to Grow CFO PodcastDTC to Retail: Strategies for Scaling Profitably
Episode Summary In this episode of the Free to Grow CFO podcast, host Jon Blair, founder of Free to Grow CFO, engages in a deep dive into the world of retail…
The Free to Grow CFO PodcastHow to Expand from DTC to Retail Profitably
This episode of the 'Free to Grow CFO' podcast, hosted by Jon Blair, features an in-depth conversation with Adam Siskin, co-founder and partner of The Platform…
The Free to Grow CFO PodcastHow to Use Your Brand Story to Scale DTC Profitably
In this episode of the Free to Grow CFO podcast, host Jon Blair, founder of Free to Grow CFO, engages in a deep dive into scaling a DTC brand with a…
The Free to Grow CFO PodcastScaling DTC Profits by Optimizing Contribution Margin
In this enlightening episode of the Free to Grow CFO podcast, join host Jon Blair, as he dives deep into the world of scaling Direct to Consumer (DTC) brands…
The Free to Grow CFO PodcastMastering the Art of Scaling DTC Ad Spend
In this episode of The Free to Grow CFO podcast, host Jon Blair, founder of Free to Grow CFO, discusses the intricacies of scaling a Direct-to-Consumer (DTC)…
The Free to Grow CFO PodcastHow Elite DTC Brands Measure Marketing Performance
In this episode of the Free to Grow CFO Podcast, host Jon Blair, founder of Free to Grow CFO, engages in a comprehensive discussion with Ryan Rouse, advisor…
The Free to Grow CFO PodcastLeveraging Data Privacy Laws to Increase Profitability: Ian Madigan with Dataships
This episode of the Free to Grow CFO podcast features host Jon Blair engaging in an insightful conversation with Ian Madigan, Head of Partnerships at…
The Free to Grow CFO PodcastLeading a DTC Brand to $50M in 3 Years: Dean Brennan from Heart & Soil
In this episode of the Free to Grow CFO podcast, host Jon Blair chats with guest Dean Brennan, CEO of Heart Soil, about the challenges of scaling a…