Mar 6, 2016 · 24m · top-founders
How Latergram.me Grew to $50k/mo, 500,000 users, $1.2m Raised in Episode 190 with Matt Smith
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
In this episode of The Top, host Nathan Latka interviews entrepreneur Matt Smith, who breaks down how he transitioned from Thinkific to scale Instagram scheduling platform Latergram to 500,000 users and $50,000 in monthly recurring revenue through pure organic growth and a $1.2 million seed round.
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 36.2% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Matt pushes back against disclosing his exact personal compensation, stating he is not entirely comfortable sharing the number before conceding it is under 100k.
Hardest push from Nathan ▶ 18:11 Nathan drills into founder compensationNathan cuts in directly to challenge Matt on transparency regarding how much seed-stage founders pay themselves compared to Buffer's public salaries.
Biggest teaching moment ▶ 11:54 Matt outlines Canadian tax grant advantagesMatt informs Nathan about the massive non-dilutive government subsidies available in Vancouver that cover up to 80 percent of technical salaries.
Nathan holds their own ▶ 3:04 Nathan cites Teachable's funding terms and capital structureNathan demonstrates insider knowledge of the online course market, citing Ankur Nagpal's fundraising rounds and warning about liquidation preference overhang.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Weekly Contest Winner and Show Announcements | 6 | 2 | 1 | 3 | Nathan showcases strong SaaS market knowledge by connecting Thinkific to Ankur Nagpal's Teachable, citing valuation figures and liquidation preference risks. | |
| Origin Story of Latergram and Leaving Thinkific | 4 | 2 | 2 | 4 | Nathan presses on whether Matt left Thinkific due to sibling co-founder conflict, which Matt downplays while acknowledging normal startup friction. | |
| Latergram's Launch Strategy and Organic Beta Traction | 4 | 1 | 1 | 3 | Nathan playfully pushes Matt on how genuine his early VIP access list was, and Matt candidly agrees it was mostly clever marketing positioning. | |
| Revenue Numbers, User Metrics, and Vancouver Team Subsidies | 5 | 5 | 1 | 2 | Matt educates Nathan on Canadian tech subsidies where the government covers up to 80 percent of engineering salaries via equity-free grants and tax credits. | |
| Securing Seed Funding and Founder Economics | 6 | 3 | 2 | 5 | Nathan pushes Matt to reveal his exact founder salary after raising a seed round, and later cross-references investor Hiten Shah's episode. | |
| Contact Information and Nathan's Business Announcement | 3 | 1 | 0 | 1 | Nathan conducts his standard Famous Five rapid-fire questions after delivering a mid-roll promotional plug for his own upcoming business venture. |