
#59 Nate Littlewood From Kickstarter to 7 Figures: What a Fractional CFO Wants Every Founder to Know
What happens when a Wall Street veteran bootstraps a Kickstarter campaign into a seven-figure e-commerce business and then turns around to help other founders do the same? In Episode 59, Ben sits down with Nate Littlewood, founder of Future Ready CFO, to unpack the financial truths most founders learn too late. Nate shares how he grew Urban Leaf from a crowdfunded idea into a thriving CPG brand, why most physical products businesses are quietly bleeding cash, and what a fractional CFO actually does versus what founders think they do. The conversation goes deep on cash conversion cycles, performance-based agency agreements, the brutal economics of CPG distribution, and how AI is reshaping the future of financial advisory. If you are running a product-based business and wondering where all the money went, this episode is for you.
Links Mentioned in This Episode
Guest: Nate Littlewood
- Website: https://www.futurereadycfo.com
- LinkedIn: https://www.linkedin.com/in/nathanlittlewood
- Podcast: Profits on Purpose — available on Apple Podcasts and Spotify, search "Profits on Purpose Nate Littlewood"
Connect with Ben Olmos and DissedMedia
- Book — 10 Topics to Help Managers, Leaders and Entrepreneurs Get Better at What They Do: https://www.benolmos.com
- Amazon: search "Ben Olmos 10 Topics"
- Barnes and Noble: search "Ben Olmos 10 Topics"
- The Daily Pitch Newsletter: https://www.dailypitch.news
Information
- Show
- FrequencyUpdated Daily
- PublishedApril 21, 2026 at 9:50 PM UTC
- Length57 min
- Season4
- Episode59
- RatingClean