Apr 7, 2019 · 17m · top-founders
1352 B2B Version of Venmo About to Pass $5m in ARR
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In this episode of The Top Entrepreneurs Podcast, host Nathan Latka interviews Paystand founder and CEO Jeremy Almond to examine how the fintech startup is modernizing commercial B2B payments through a flat-rate blockchain network and scaling toward $5 million in ARR.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Nathan holds 37.9% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Jeremy rejects the host's simple multiplying calculation, explaining that equating accounts payable users with paying receivable clients misunderstands two-sided payment networks.
Hardest push from Nathan ▶ 8:37 Challenging the $75M monthly revenue implicationNathan calls out Jeremy's reported numbers by doing the direct math (50k customers at $1500/mo = $75M/mo) and directly asking where the numbers fall apart.
Biggest teaching moment ▶ 8:54 Explaining asymmetric SaaS billing on network railsJeremy explains the difference between the 'vitamin' problem of accounts payable and the 'painkiller' boardroom priority of accounts receivable monetization.
Nathan holds their own ▶ 8:37 Catching the ARPU and customer count mismatchNathan instantly calculates the product of the guest's metrics, proving on the fly that 50k paying customers at $1,500/mo would make Paystand an enterprise giant.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Book Promotion: How to Be a Capitalist Without Any Capital | 0 | 0 | 0 | 0 | Solo intro and book promotion by Nathan, followed by podcast intro clip snippets. | |
| Guest Introduction and Paystand's Background | 5 | 4 | 1 | 2 | Nathan probes into Paystand's value proposition and blockchain infrastructure, while Jeremy explains why paper checks and credit card transaction fees burden mid-market B2B transactions. | |
| Flat-Fee SaaS Model and Commercial Billing Terms | 6 | 4 | 1 | 3 | Nathan inquires about pricing structure and take rates, prompting Jeremy to detail their SaaS subscription model and average contract value of $1,500 per month. | |
| Two-Sided Network Economics and Receivables Monetization | 7 | 5 | 2 | 6 | Nathan spots a mathematical discrepancy between total business accounts and stated ARPU, pressing Jeremy to clarify the asymmetry between payable and receivable users on the network. | |
| Revenue Growth Trajectory and ARR Targets | 6 | 4 | 2 | 6 | Nathan drills into ARR growth milestones and explicitly presses Jeremy on reaching the $5M ARR mark, while Jeremy pivots to discussing legacy bank integrations and customer acquisition economics. | |
| Negative Revenue Churn and Distributed Team Structure | 5 | 3 | 1 | 2 | Nathan confirms net negative revenue churn and verifies headcount details across satellite offices before transitioning smoothly into the Famous Five closing segment. |