Episodes

  • SE01E28 - Should You Still Be CEO? | WOO More Play | Mackie Swan
    Jan 21 2026

    Most founders avoid this question until it's too late: Should you still be the CEO of your own company?

    Mackie Swan was brought in by the three original founders of WOO More Play—a sexual wellness brand sold in Anthropologie, Nordstrom, and Revolve—to scale a business they realized they shouldn't be running day-to-day. Three years later, she's taken the business to profitability while navigating the complex world of "vice categories."

    This isn't a conversation about sexual wellness products. It's about a decision many founders will eventually face: Am I the right person to be running the company I founded?

    In this episode, we explore:
    The "Capacity vs. Desire" framework: How to know if you've outgrown the CEO role
    What the transition process actually looks like when bringing in an outside CEO
    How to structure compensation and equity to align incentives
    Why procrastination might be telling you you're in the wrong role
    How to hire people who will actually tell you when you're wrong
    What "vice categories" means and the hidden operational challenges (PayPal froze $50K+ of their funds overnight)
    Why Mackie tracks EBITDA daily instead of typical vanity metrics
    The difference between being a founder and being a CEO—and why they're not the same thing

    Whether you're a founder questioning your role, considering bringing in outside leadership, or an operator thinking about joining an early-stage brand, this conversation offers rare insight into a transition most founders don't talk about until it's too late.

    Guest Links:
    WOO More Play: woomoreplay.com
    Instagram: @woomoreplay
    LinkedIn: Mackie Swan

    I hope you enjoyed this episode!
    Give it a like, share, and subscribe to not miss the content coming your way weekly.
    – Nate and the Profits on Purpose podcast team

    Connect with Nathan Littlewood on LinkedIn: https://www.linkedin.com/in/nathanlittlewood/
    Visit the Future Ready CFO website here: https://www.futurereadycfo.com/
    Join the Future Ready Newsletter here: https://www.futurereadycfo.com/newsletter

    Listen to Profits on Purpose on these podcast platforms:
    Spotify: https://open.spotify.com/show/1h3U1cG0zhaSwqa8f2UFXI
    Apple Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087
    Amazon Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087

    #profitsonpurpose #nathanlittlewood #futurereadycfo #financeleadership #cfoinsights #purposeledbusiness #scalingforimpact #financialstrategy #purposeledprofit #missiondrivengrowth #sustainablebusiness #businessleaders #entrepreneurmindset #financialclarity #scalingbusinesses #ethicalentrepreneurship #businessstrategy #impactfulleadership #cforole #executivethinking
    Welcome to the Profits on Purpose podcast, where we explore the journeys of purpose-led founders and the financial strategies that help them survive and thrive. Host Nate Littlewood sits down with eCommerce and CPG founders to unpack the real-life tension between a brand's mission and the practical realities of generating profit.

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    54 mins
  • SE01E27 - The Quantitative Approach to Brand Positioning | Tapasya Bali
    Jan 14 2026

    In this episode of Profits on Purpose, host Nate Littlewood sits down with Tapasya Bali, a rare entrepreneur who speaks both Wall Street and Main Street. After 16 years navigating high-stakes finance at Credit Suisse, Tapasya made a bold pivot at the peak of her career to co-found Yogasmoga, an athletic apparel brand that scaled to a $74 million valuation and earned her recognition as one of Goldman Sachs's 100 most intriguing entrepreneurs.

    Today, she's building 100 Cal Snacks, a functional food brand tackling the healthy snacking space with laser-focused positioning around the gut-brain connection. Through her consulting business, My Consumer Brand, she helps founders navigate the intersection where brand storytelling meets financial sustainability.

    This conversation dives deep into the quantitative approach to brand positioning, the critical difference between market trends and patterns, and why most founders get the timing wrong on both branding investments and financial planning. Tapasya shares hard-won lessons about building teams, managing investor expectations, and why your spreadsheet projections matter more for the logic they reveal than the numbers themselves.

    If you've ever wondered how to find white space in crowded markets, when to implement give-back initiatives without destroying margins, or how to tell your company's story in financial terms that investors actually want to hear, this conversation delivers.

    KEY INSIGHTS:

    Brand positioning is fundamentally quantitative. Before the storytelling comes deep market research, competitor mapping, and data validation to find genuine white space in crowded categories.

    Distinguish between trends and patterns. Trends die quickly, but patterns reveal lasting consumer pain points. Gut health was trending, but the gut-brain connection represents a pattern with staying power.

    Your financial projections are planning tools, not predictions. The value isn't in hitting exact numbers but in forcing yourself to articulate your go-to-market strategy and the logic behind your growth assumptions.

    Invest in brand positioning before brand design. Most founders skip the strategic foundation and jump straight to logos and color schemes, then struggle with diluted messaging that doesn't differentiate.

    Marketing Efficiency Ratio matters more as you scale. While margins are table stakes, MER determines your ability to deploy capital effectively and directly impacts exit valuations and EBITDA multiples.

    Give-back initiatives can destroy value if poorly timed. Unless structured as self-sustaining models, charitable components eat into bottom lines and compress valuations that investors care about.

    The transition from finance to entrepreneurship is humbling. Even working 12-hour days on a trading desk doesn't prepare you for the sheer breadth of skills and relentless execution required to build a consumer brand.

    Patience is the hardest skill for high-velocity professionals. Consumer businesses move slower than finance. Retail timelines, fundraising cycles, and shelf placement all require recalibrating expectations from Wall Street pace.

    CONNECT WITH TAPASYA:

    LinkedIn: https://www.linkedin.com/in/tapasya-bali/
    100 Cal Snacks: 100calsnacks.com
    My Consumer Brand: myconsumerbrand.com

    If this episode helped you think differently about brand positioning or financial strategy, share it with a founder who needs to hear it.

    I hope you enjoyed this episode!
    Give it a like, share, and subscribe to not miss the content coming your way weekly.
    – Nate and the Profits on Purpose podcast team

    Connect with Nathan Littlewood on LinkedIn: https://www.linkedin.com/in/nathanlittlewood/
    Visit the Future Ready CFO website here: https://www.futurereadycfo.com/
    Join the Future Ready Newsletter here: https://www.futurereadycfo.com/newsletter

    Listen to Profits on Purpose on these podcast platforms:
    Spotify: https://open.spotify.com/show/1h3U1cG0zhaSwqa8f2UFXI
    Apple Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087
    Amazon Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087

    #profitsonpurpose #nathanlittlewood #futurereadycfo #financeleadership #cfoinsights #purposeledbusiness #scalingforimpact #financialstrategy #purposeledprofit #missiondrivengrowth #sustainablebusiness #businessleaders #entrepreneurmindset #financialclarity #scalingbusinesses #ethicalentrepreneurship #businessstrategy #impactfulleadership #cforole #executivethinking
    Welcome to the Profits on Purpose podcast, where we explore the journeys of purpose-led founders and the financial strategies that help them survive and thrive. Host Nate Littlewood sits down with eCommerce and CPG founders to unpack the real-life tension between a brand's mission and the practical realities of generating profit.

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    48 mins
  • SE01E26 - When Your Biggest Asset (Inventory) Is Also Your Biggest Risk | Retailytics | Bellamy Grindl
    Jan 7 2026

    In this episode of Profits On Purpose, host Nate Littlewood speaks with Bellamy Grindl, founder of Retailytics, about the intricacies of inventory management and supply chain operations for e-commerce and CPG founders. They discuss the evolution of operations as businesses grow, common inventory challenges, the importance of breaking down silos between departments, and strategies for effective planning and communication. Bellamy shares insights on navigating post-holiday sales recovery, the impact of COVID on supply chain strategies, and the significance of financial literacy and technology in managing inventory effectively. The conversation concludes with key performance indicators and resources for further learning.

    Connect with Bellamy:
    LinkedIn: https://www.linkedin.com/in/bellamygrindl/
    Instagram: https://www.instagram.com/retail_ytics/
    YouTube: https://www.youtube.com/@retail_ytics
    Official Website (URL): www.retailytics.co

    I hope you enjoy this episode!
    Give it a like, share, and subscribe to not miss the content coming your way weekly.
    – Nate and the Profits on Purpose podcast team

    Connect with Nathan Littlewood on LinkedIn: https://www.linkedin.com/in/nathanlittlewood/
    Visit the Future Ready CFO website here: https://www.futurereadycfo.com/
    Join the Future Ready Newsletter here: https://www.futurereadycfo.com/newsletter

    Listen to Profits on Purpose on these podcast platforms:
    Spotify: https://open.spotify.com/show/1h3U1cG0zhaSwqa8f2UFXI
    Apple Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087
    Amazon Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087

    #profitsonpurpose #nathanlittlewood #futurereadycfo #financeleadership #cfoinsights #purposeledbusiness #scalingforimpact #financialstrategy #purposeledprofit #missiondrivengrowth #sustainablebusiness #businessleaders #entrepreneurmindset #financialclarity #scalingbusinesses #ethicalentrepreneurship #businessstrategy #impactfulleadership #cforole #executivethinking
    Welcome to the Profits on Purpose podcast, where we explore the journeys of purpose-led founders and the financial strategies that help them survive and thrive. Host Nate Littlewood sits down with eCommerce and CPG founders to unpack the real-life tension between a brand's mission and the practical realities of generating profit.
    Each episode digs into the leadership insights and financial approaches that empower consumer products businesses to grow with clarity, resilience, and impact. You'll get a behind-the-scenes look at how visionary founders reconcile their purpose with the everyday demands of scaling a successful brand and leading with both mission and margin.
    If you're a founder, finance leader, or simply navigating the purpose-profit paradox, this podcast is for you.

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    39 mins
  • SE01E25 - How Purpose-Driven Brands Win Without Competing On Price | Deus Marca | Katheryn Bwye
    Dec 31 2025

    In this episode of Profits on Purpose, host Nate Littlewood speaks with Kat Bwye, founder and CEO of Deus Marca, about the importance of branding for purpose-driven businesses. Kat shares her journey from art school to building a brand consultancy, emphasizing that branding is more than just visual design; it's a strategic advantage. They discuss the brand operating system, the ROI of investing in branding, and how to integrate purpose into a brand's narrative. Kat also addresses the challenges of running a purpose-driven business and the impact of AI on branding.


    Connect with Katheryn here:


    • LinkedIn: https://www.linkedin.com/in/katherynbwye/

    Official Website (URL): https://www.deusmarca.com


    • Facebook: https://www.facebook.com/DeusMarca.Studio/

    • Instagram: https://www.instagram.com/deusmarca.studio/

    • YouTube: https://www.youtube.com/@DeusMarcaStudio

    • TikTok: https://www.tiktok.com/@deusmarca.studio


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    44 mins
  • SE01E24 - Why Predictable Revenue Beats Funding in E-Commerce | Ethnik Living | Mehmet Can Ilker
    Dec 24 2025

    In this episode of Profits on Purpose, host Nate Littlewood interviews Mehmet Can Ilker, co-founder of Ethnik Living, a successful home decor brand that started with minimal investment during the pandemic. Mehmet shares his journey from being an engineering student in Turkey to building a thriving e-commerce business focused on the US market. He discusses the challenges of bootstrapping, managing cash flow, navigating tariffs, and the importance of supplier relationships. The conversation also delves into the unique strategies Mehmet employed, such as creating a custom ERP system and maintaining a disciplined approach to finances. Listeners will gain insights into the importance of predictable revenue, effective customer acquisition, and the value of weekly finance meetings in driving business success.

    Connect with Mehmet on LinekdIn: https://www.linkedin.com/in/mehmet-can-ilker-545978104/

    I hope you enjoy this episode!
    Give it a like, share, and subscribe to not miss the content coming your way weekly.
    – Nate and the Profits on Purpose podcast team

    Connect with Nathan Littlewood on LinkedIn: https://www.linkedin.com/in/nathanlittlewood/
    Visit the Future Ready CFO website here: https://www.futurereadycfo.com/
    Join the Future Ready Newsletter here: https://www.futurereadycfo.com/newsletter

    Listen to Profits on Purpose on these podcast platforms:
    Spotify: https://open.spotify.com/show/1h3U1cG0zhaSwqa8f2UFXI
    Apple Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087
    Amazon Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087

    #profitsonpurpose #nathanlittlewood #futurereadycfo #financeleadership #cfoinsights #purposeledbusiness #scalingforimpact #financialstrategy #purposeledprofit #missiondrivengrowth #sustainablebusiness #businessleaders #entrepreneurmindset #financialclarity #scalingbusinesses #ethicalentrepreneurship #businessstrategy #impactfulleadership #cforole #executivethinking
    Welcome to the Profits on Purpose podcast, where we explore the journeys of purpose-led founders and the financial strategies that help them survive and thrive. Host Nate Littlewood sits down with eCommerce and CPG founders to unpack the real-life tension between a brand's mission and the practical realities of generating profit.
    Each episode digs into the leadership insights and financial approaches that empower consumer products businesses to grow with clarity, resilience, and impact. You'll get a behind-the-scenes look at how visionary founders reconcile their purpose with the everyday demands of scaling a successful brand and leading with both mission and margin.
    If you're a founder, finance leader, or simply navigating the purpose-profit paradox, this podcast is for you.

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    45 mins
  • SE01E23 - The three things I knew (and 7 that I didn't) building a multi-million dollar tree business | Simply Trees | Teddy Oitzman
    Dec 17 2025

    In this episode of Profits on Purpose, host Nate Littlewood interviews Teddy Oitzman, founder of Simply Trees, who shares his journey from having no experience in the plant industry to generating millions in revenue. Teddy discusses the importance of sales, understanding financials, and the challenges of running a seasonal business. He emphasizes the need for effective cash flow management and the lessons learned from overcoming significant setbacks, including a major inventory loss. The conversation highlights the hustle required in entrepreneurship and the eventual transition to hiring help to scale the business.

    I hope you enjoy this episode!
    Give it a like, share, and subscribe to not miss the content coming your way weekly.
    – Nate and the Profits on Purpose podcast team

    Connect with Nathan Littlewood on LinkedIn: https://www.linkedin.com/in/nathanlittlewood/
    Visit the Future Ready CFO website here: https://www.futurereadycfo.com/
    Join the Future Ready Newsletter here: https://www.futurereadycfo.com/newsletter

    Listen to Profits on Purpose on these podcast platforms:
    Spotify: https://open.spotify.com/show/1h3U1cG0zhaSwqa8f2UFXI
    Apple Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087
    Amazon Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087

    #profitsonpurpose #nathanlittlewood #futurereadycfo #financeleadership #cfoinsights #purposeledbusiness #scalingforimpact #financialstrategy #purposeledprofit #missiondrivengrowth #sustainablebusiness #businessleaders #entrepreneurmindset #financialclarity #scalingbusinesses #ethicalentrepreneurship #businessstrategy #impactfulleadership #cforole #executivethinking
    Welcome to the Profits on Purpose podcast, where we explore the journeys of purpose-led founders and the financial strategies that help them survive and thrive. Host Nate Littlewood sits down with eCommerce and CPG founders to unpack the real-life tension between a brand's mission and the practical realities of generating profit.
    Each episode digs into the leadership insights and financial approaches that empower consumer products businesses to grow with clarity, resilience, and impact. You'll get a behind-the-scenes look at how visionary founders reconcile their purpose with the everyday demands of scaling a successful brand and leading with both mission and margin.
    If you're a founder, finance leader, or simply navigating the purpose-profit paradox, this podcast is for you.

    Show More Show Less
    43 mins
  • SE01E22 - Overcoming adversity and claiming your second chance in the food business | Sunday Supper, Prospera Ventures | Spencer Oberg
    Dec 10 2025

    In this powerful episode of Profits on Purpose, host Nate Littlewood sits down with Spencer Oberg, a true testament to overcoming adversity and the power of second chances. Spencer shares his remarkable, candid journey from incarceration to becoming a successful entrepreneur in the highly competitive plant-based food industry.

    Spencer walks us through his transformative years in prison - a period of intense personal growth where he dedicated himself to education and ignited his entrepreneurial spirit after connecting with influential figures. He then dives into the challenging yet rewarding experience of being on the founding team for Good Planet Foods, detailing the intricate process of scaling businesses to a $22 million revenue and the necessary business lessons learned from navigating complex venture capital dynamics.
    From the mindset of a successful founder to the complexities of a CEO, Spencer discusses the future of the food industry through his new ventures, Prospera Ventures (acquiring and optimizing profitable food businesses) and Sunday Supper (a new branding and manufacturing project). This episode is a masterclass in leadership, strategic shifts, and the crucial distinction between startup culture and professionalization.

    🔥 Key Takeaways & Business Lessons:
    Overcoming Adversity: Spencer Oberg's path is proof that it’s about second chances and turning your life around after serving time.
    The Power of Education: Education was a key focus during Spencer's time in prison, shaping his future.
    Scaling Rapidly: Learn how Good Planet Foods grew quickly, reaching $22 million in revenue, and the challenges of scaling businesses.
    Venture Capital Dynamics: Navigating the complexities of venture capital was a significant learning experience for Spencer.
    Founder vs. CEO: Understanding the differences between a founder and a CEO is crucial for sustainable business leadership and success.
    Strategic Shifts: The importance of balancing startup culture with professionalization in business growth.

    New Ventures: Insights into Prospera Ventures (acquiring food businesses) and Sunday Supper (a new approach to plant-based food).

    Connect with Spencer here:
    Linkedin: https://www.linkedin.com/in/spenceroberg001/
    Email: spencer@sundaysupper.com
    Prospera Ventures Instagram: https://www.instagram.com/prosperaventures/
    Prospera Ventures Facebook: https://www.facebook.com/weprospera
    Prospera Ventures YouTube: https://www.youtube.com/@ProsperaVentures
    Prospera Ventures LI: https://www.linkedin.com/company/prospera-ventures
    Sunday Supper Facebook: https://www.facebook.com/vegansundaysupper
    Sunday Supper Instagram: https://www.instagram.com/sundaysupperfoods?igsh=MWhjemtlcnA1a3J2bg==
    Sunday Supper LinkedIn: https://www.linkedin.com/company/sunday-supper/


    I hope you enjoy this episode!
    Give it a like, share, and subscribe to not miss the content coming your way weekly.
    – Nate and the Profits on Purpose podcast team

    Connect with Nathan Littlewood on LinkedIn: https://www.linkedin.com/in/nathanlittlewood/
    Visit the Future Ready CFO website here: https://www.futurereadycfo.com/
    Join the Future Ready Newsletter here: https://www.futurereadycfo.com/newsletter

    Listen to Profits on Purpose on these podcast platforms:
    Spotify: https://open.spotify.com/show/1h3U1cG0zhaSwqa8f2UFXI
    Apple Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087
    Amazon Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087

    #profitsonpurpose #nathanlittlewood #futurereadycfo #financeleadership #cfoinsights #purposeledbusiness #scalingforimpact #financialstrategy #purposeledprofit #missiondrivengrowth #sustainablebusiness #businessleaders #entrepreneurmindset #financialclarity #scalingbusinesses #ethicalentrepreneurship #businessstrategy #impactfulleadership #cforole #executivethinking
    Welcome to the Profits on Purpose podcast, where we explore the journeys of purpose-led founders and the financial strategies that help them survive and thrive. Host Nate Littlewood sits down with eCommerce and CPG founders to unpack the real-life tension between a brand's mission and the practical realities of generating profit.
    Each episode digs into the leadership insights and financial approaches that empower consumer products businesses to grow with clarity, resilience, and impact. You'll get a behind-the-scenes look at how visionary founders reconcile their purpose with the everyday demands of scaling a successful brand and leading with both mission and margin.
    If you're a founder, finance leader, or simply navigating the purpose-profit paradox, this podcast is for you.
    #empowergrowth #weprospera #sundaysupper #exitstrategy

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    56 mins
  • SE01E21 - Founder to Nonprofit CEO: What Happens After You ‘Make It’ | The Farmlink Project | Eliza Blank
    Dec 3 2025

    In this episode of Profits on Purpose, host Nate Littlewood interviews Eliza Blank, founder of The Sill and CEO of The Farmlink Project, who shares her journey from launching a successful D2C houseplant brand to transitioning into nonprofit leadership with Farmlink. Eliza discusses the importance of understanding customer behavior, the challenges of retail expansion, and the impact of COVID-19 on business operations. She also reflects on her experiences with crowdfunding, the significance of unit economics, and the unique challenges faced by female founders. Eliza's insights provide valuable lessons for entrepreneurs navigating the complexities of building and scaling a business.

    Connect with Eliza here:
    LinkedIn: https://www.linkedin.com/in/elizablank/
    Farmlink: Instagram: https://www.instagram.com/accounts/login/?next=/farmlinkproject/
    Twitter: https://twitter.com/farmlinkproject
    LinkedIn: https://www.linkedin.com/company/the-farmlink-project/mycompany/
    Facebook: https://www.facebook.com/farmlinkproject
    YouTube: https://www.youtube.com/@thefarmlinkproject

    I hope you enjoy this episode!
    Give it a like, share, and subscribe to not miss the content coming your way weekly.
    – Nate and the Profits on Purpose podcast team

    Connect with Nathan Littlewood on LinkedIn: https://www.linkedin.com/in/nathanlittlewood/
    Visit the Future Ready CFO website here: https://www.futurereadycfo.com/
    Join the Future Ready Newsletter here: https://www.futurereadycfo.com/newsletter

    Listen to Profits on Purpose on these podcast platforms:
    Spotify: https://open.spotify.com/show/1h3U1cG0zhaSwqa8f2UFXI
    Apple Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087
    Amazon Podcasts: https://podcasts.apple.com/us/podcast/profits-on-purpose/id1826982087

    #profitsonpurpose #nathanlittlewood #futurereadycfo #financeleadership #cfoinsights #purposeledbusiness #scalingforimpact #financialstrategy #purposeledprofit #missiondrivengrowth #sustainablebusiness #businessleaders #entrepreneurmindset #financialclarity #scalingbusinesses #ethicalentrepreneurship #businessstrategy #impactfulleadership #cforole #executivethinking
    Welcome to the Profits on Purpose podcast, where we explore the journeys of purpose-led founders and the financial strategies that help them survive and thrive. Host Nate Littlewood sits down with eCommerce and CPG founders to unpack the real-life tension between a brand's mission and the practical realities of generating profit.
    Each episode digs into the leadership insights and financial approaches that empower consumer products businesses to grow with clarity, resilience, and impact. You'll get a behind-the-scenes look at how visionary founders reconcile their purpose with the everyday demands of scaling a successful brand and leading with both mission and margin.
    If you're a founder, finance leader, or simply navigating the purpose-profit paradox, this podcast is for you.

    Show More Show Less
    53 mins