May 5, 2020 · 15m · top-founders
1746 Infusionsoft Employee #8 Launches New Venture, Passes $175k in MRR, 2500 SMB Customers
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
In this interview with Nathan Latka, Dave Lee, CEO of Plus This and former early Infusionsoft executive, details how he bootstrapped his marketing automation add-on suite to $175,000 in monthly recurring revenue across 2,500 SMB customers with a lean eight-person team.
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 35.3% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Dave rejects Nathan's assumption that SMB customers evaluate software with pure ROI logic, asserting that most small business owners irrationally refuse to pay more for add-ons than base platforms.
Hardest push from Nathan ▶ 13:03 Nathan challenges value communication and pricingNathan refuses Dave's framing that customers won't pay $79/month for an add-on, arguing that any sane person would pay it for $20k in revenue and asking if it is Dave's fault for poor communication.
Biggest teaching moment ▶ 6:00 Dave outlines inherent SMB churn driversDave breaks down why 4.5% monthly churn is effectively a structural floor for SMB tools due to post-holiday credit card max-outs and native platform attrition.
Nathan holds their own ▶ 9:53 Nathan references Infusionsoft Goldman Sachs liquidity detailsNathan demonstrates insider knowledge of Infusionsoft's capital history and employee option buybacks during the Goldman Sachs round.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Discussion on Lee's Book and Publishing Strategy | 5 | 2 | 2 | 4 | Nathan presses Dave on why a marketing automation expert used an outside publisher rather than his own tool suite to sell books. Dave clarifies that book publishing is an entirely different beast, and Nathan quickly pivots into drilling down on SaaS metrics and pricing tiers. | |
| Bootstrapping, Acquisition Channels, and Team Structure | 5 | 4 | 1 | 3 | Nathan digs into team compensation, hiring tactics, and churn classification (logo vs. revenue). Dave educates on the realities of SMB SaaS churn, noting January credit card expirations and platform-dependency turnover. | |
| Multi-Platform Expansion, Unit Economics, and Stickiness | 6 | 3 | 1 | 2 | Nathan shows deep context by referencing Infusionsoft founder Clate Mask and the Goldman Sachs secondary liquidity event Dave participated in. Dave details his rationale for running a profitable lifestyle business rather than riding the venture hamster wheel. | |
| Exploring Capital Options and Strategic Growth | 7 | 4 | 4 | 6 | Nathan actively challenges Dave on why he has not taken non-dilutive capital and questions whether customer pricing resistance is Dave's own fault in value communication. Dave pushes back by explaining the irrational psychology of SMB buyers when add-on costs equal core platform costs. | |
| The Famous Five Rapid-Fire Questions | 1 | 0 | 0 | 0 | Standard Famous Five rapid-fire closing questions with concise, agreeable responses. |