When do I hire a CFO? When should I raise capital? When will my customer pay me already?! If you’re a CEO or business owner stumped by tough questions that come with growing your company, hit play–and uncover answers from folks who’ve been where you are. On Cash Flow & Tell, you’ll discover that you’re not alone: expect in-depth discussions with seasoned entrepreneurs and finance pros that delve into actionable advice and lessons learned, along with the fun and folly of building a business.
Cash Flow & Tell
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7 episodes
Updated Daily
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Podcast Overview
When do I hire a CFO? When should I raise capital? When will my customer pay me already?! If you’re a CEO or business owner stumped by tough questions that come with growing your company, hit play–and uncover answers from folks who’ve been where you are. On Cash Flow & Tell, you’ll discover that you’re not alone: expect in-depth discussions with seasoned entrepreneurs and finance pros that delve into actionable advice and lessons learned, along with the fun and folly of building a business.
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Publishing Since
11/14/2025
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Recent Episodes
May 24, 2026
The Capital Stack Blueprint for Growing Businesses
<p>Most business owners evaluate financing by one number: the rate. In this episode of Cash Flow & Tell, FundThrough COO and small business financing expert JC Mattos breaks down why that instinct is costing growing businesses real money and lays out a concrete framework for building a capital stack that actually supports growth. From the cash conversion cycle to the five-layer capital stack blueprint, this episode is a masterclass in thinking about capital structurally, not emotionally.</p><p>If your business is doing $5M to $50M in revenue, selling to large buyers on net terms, and hitting the limits of a single financing source, this episode was built for you.</p><p><strong>Key Takeaways:</strong></p><ul><li><p>Structure matters more than rate. Comparing invoice financing to a bank line by APR is like comparing a rental car to a mortgage: different tools, different purposes.</p></li><li><p>The 30–90 day cash gap is real and must be financed. The only question is which tool you use and whether that choice is intentional.</p></li><li><p>Bank lines are cheaper for stable businesses, but they’re not elastic, universally available, or covenant-free. Know the trade-offs.</p></li><li><p>One financing source creates fragility. Three to five layers creates resilience. Design the system.</p></li><li><p>Invoice-based financing is self-liquidating, scales with revenue, and fills the gap banks often can’t, especially for fast-growing companies.</p></li><li><p>Stop asking about the annualized rate. Ask about the return on accelerated capital.</p></li></ul><p>Subscribe to Cash Flow & Tell for more unfiltered conversations with entrepreneurs on raising capital, managing cash flow, and scaling smarter. Explore and learn more: https://www.fundthrough.com/cash-flow-and-tell-podcast/capital-stack-blueprint-for-growing-businesses/?utm_source=spotify&utm_medium=podcast&utm_campaign=ep-7-listing&utm_content=watch-now</p><p>#CashFlowAndTell #CapitalStack #SmallBusiness #InvoiceFactoring #SMB #CashFlow</p><p><br></p>
May 24, 2026
International Expansion for SMBs: The Finance Playbook for Selling Cross-Border
<p>Expanding your company internationally sounds exciting—until your payments get flagged, your foreign exchange conversion eats into your margins, and you realize the LLC you set up in another country is creating a tax nightmare back home. In this episode of Cash Flow & Tell, Sarena Ally sits down with Nikhil Nampalli, Head of Partnerships at Loop, to unpack the real financial and banking challenges of international expansion for SMBs. Nik shares the mistakes he’s seen businesses make (and how to avoid them), plus a practical playbook for selling cross-border without leaving money on the table.</p><p>This episode is essential listening for any business owner thinking about expanding to other markets—whether you’re already operating cross-border or just starting to explore what’s possible.</p><p><strong>Key Takeaways:</strong></p><ul><li><p>Cross-border banking fees can silently drain 3–5% of your revenue. Audit your statements now and stop the leakage.</p></li><li><p>Setting up a US LLC as a Canadian business can result in double taxation. Talk to a cross-border tax advisor before you structure anything.</p></li><li><p>Large incoming or outgoing payments can trigger compliance holds that freeze your funds for days. Always give your bank a heads-up in advance.</p></li><li><p>With the right technology, you can hold local bank accounts in the US, Europe, Canada, and beyond without a physical presence, so customers feel like they’re paying a neighbor.</p></li><li><p>Locked-up revenue from net 60 or net 90 payment terms can stall your expansion. Invoice factoring with partners like FundThrough lets you access that capital upfront.</p></li><li><p>Liquidity is speed: whoever can move fastest with the right working capital wins in international markets.</p></li></ul><p>Subscribe to Cash Flow & Tell for more unfiltered conversations with entrepreneurs on raising capital, managing cash flow, and scaling smarter. Explore and learn more: https://www.fundthrough.com/cash-flow-and-tell-podcast/international-expansion-smbs-finance-playbook-selling-cross-border/?utm_source=spotify&utm_medium=podcast&utm_campaign=ep-6-listing&utm_content=watch-now </p><p>#CashFlowAndTell #InternationalExpansion #SMB #CrossBorderBanking #Entrepreneurship #CashFlow</p><p><br></p>
May 24, 2026
Your First Hire: How to Get It Right & Build a Thriving Culture
<p>Hiring your first employee is a milestone for any founder, but it’s easier said than done. Get it wrong and you’re dealing with legal risk, wasted runway, and a culture problem before you even have a culture. Get it right, and you’ll see incredible ROI. </p><p>Shawn Hewat, CEO and Co-Founder of culture insights platform Wavy, has been there. In this episode, she breaks down exactly when and how to hire your first employee, including the legal and HR must-haves many founders skip.</p><p>Whether you’re pre-seed and wondering if now is the right time, or you’ve already made your first hire and want to set them up for long-term success, this conversation is the playbook you need.</p><p><strong>Key Takeaways:</strong></p><ul><li><p>Don’t hire to grow the team: hire to solve a real business problem. Ask what’s breaking and what role will fix it.</p></li><li><p>Start contract or project-based to validate the need before committing to a full-time head count.</p></li><li><p>Go with intermediate-to-senior titles to avoid premature Head Of and VP titles that create org chart headaches later.</p></li><li><p>Get your legal docs in order first: incorporation, founder agreements, and employment contracts before you post a single job.</p></li><li><p>Shawn’s Three C’s Framework: employees do their best work when they’re connected to the vision, their daily purpose, and each other.</p></li><li><p>Act fast when a hire isn’t working. Inaction causes more damage than the mistake.</p></li></ul><p>Subscribe to Cash Flow & Tell for more unfiltered conversations with entrepreneurs on raising capital, managing cash flow, and scaling smarter. Explore and learn more: https://www.fundthrough.com/cash-flow-and-tell-podcast/your-first-hire-how-to-get-it-right-build-a-thriving-culture/?utm_source=spotify&utm_medium=podcast&utm_campaign=ep-5-listing&utm_content=watch-now </p><p>#CashFlowAndTell #Entrepreneurship #FirstHire #HiringTips #SMB #StartupCulture<br></p>
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- What is Cash Flow & Tell?
- How often does this podcast release new episodes?
This podcast updates daily.
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This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
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Yes, this podcast regularly features guests.
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