Apr 24, 2017 · 24m · top-founders
639: Fastest Growing Canadian Software Company: $200k to $20M in Revenue from 2010 to 2015 with CEO Tobyn Sowden
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', Nathan Latka interviews Tobin Sowden, CEO of Redbrick, examining how the company scaled from $200,000 to over $20 million in revenue by pivoting from desktop app distribution into incubating SaaS products like Deskmetrics and Shift.
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 45.1% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Sowden immediately reframes Latka's suggestion that Redbrick was just an ad agency, clarifying that they built proprietary in-house software analytics and distribution technology.
Hardest push from Nathan ▶ 6:48 Bracketing the Facebook Partnership TermsLatka pushes past Sowden's vague 'commitment' phrasing to specifically define and bracket the spend requirement terms tied to Facebook's partner support.
Biggest teaching moment ▶ 16:33 Why Unlimited Event Tracking FailedSowden breaks down SaaS pricing unit economics, educating the host on why charging purely per user without event limits resulted in high unmonetized infrastructure costs.
Nathan holds their own ▶ 10:07 Instant Unit Economics and Launch Timing CritiqueLatka calculates exact launch revenue from conversion percentages on the fly and questions the high-risk decision of launching five days before Christmas.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Redbrick's Revenue Growth and National Profit Ranking | 4 | 4 | 3 | 4 | Latka probes Redbrick's rapid revenue growth claims and questions whether the company was fundamentally just an ad agency. Sowden pushes back on the agency label, explaining their proprietary software distribution platform and SDK desktop-attribution capabilities. | |
| Scaling Paid User Acquisition with Facebook Advertising Campaigns | 5 | 3 | 1 | 3 | Latka unpacks Sowden's Facebook ad spend commitment and quickly calculates the conversion math on Shift's 20,000 installs and $20 pricing tier. Sowden outlines their acquisition funnel and explains the product strategy behind building on the Electron framework. | |
| Desktop Application Strategy Versus Browser Extension Development | 4 | 4 | 2 | 3 | Latka asks why Shift is a desktop application rather than a browser extension, and inquires about Redbrick's true core revenue driver. Sowden explains browser technical limitations and acknowledges that traditional software distribution still drives most revenue over Deskmetrics. | |
| Deskmetrics Technical Capabilities and Hybrid Pricing Structure | 5 | 4 | 1 | 3 | Latka drills into Deskmetrics' average contract values and monetization levers. Sowden details why pure user-tier pricing broke down due to event costs, prompting their shift to a hybrid user-and-event pricing model. | |
| Mid-roll Sponsor: Acuity Scheduling Free Trial Promotion | 3 | 2 | 1 | 1 | Segment features Latka's sponsor spot for Acuity Scheduling followed by the Famous Five rapid-fire questions and episode wrap-up. Sowden clarifies that he did ultimately earn a technical degree, correcting Latka's slight misunderstanding. |