May 30, 2019 · 20m · top-founders
1405 How ClickDimensions is using Microsoft Ecosytem To Drive to $40m in ARR
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Nathan Latka interviews Mike Dickerson, CEO of ClickDimensions, exploring how the native Microsoft Dynamics marketing automation platform scaled to nearly $40 million in ARR through private equity backing, strong SaaS unit economics, and an incentivized partner reseller ecosystem.
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 37.7% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Mike immediately interrupts to correct Nathan when he accidentally states a 15% churn implies a six-month rather than a six-year lifetime value.
Hardest push from Nathan ▶ 9:43 Challenging the partner commission premiseNathan bluntly challenges Mike's explanation of partner incentives with 'So there's no kickback,' prompting Mike to clarify the exact 21% cut.
Biggest teaching moment ▶ 8:08 Educating host on long-tail Microsoft partner networkMike clarifies Nathan's misconception that ClickDimensions only has one big partner by detailing the 7,000 Microsoft Dynamics partners and the long-tail nature of their 650 active SIs.
Nathan holds their own ▶ 13:37 Host outlines SaaS debt ecosystemNathan demonstrates command of SaaS capital structures by naming specific lenders and explaining the shift from traditional asset-backed LBO debt to recurring-revenue term loans.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Nathan Latka Promotes SaaStock East Conference | 0 | 0 | 0 | 0 | This is a solo promo read and episode overview from Nathan Latka. Monologue rules apply, requiring all dynamic scores to remain at zero. | |
| The Top Entrepreneurs Podcast Series Introduction | 5 | 2 | 0 | 1 | Nathan introduces Mike Dickerson and validates the strategy of dominating a single niche channel within MarTech. Mike outlines ClickDimensions' bootstrapped origins and recent revenue trajectory in a collaborative atmosphere. | |
| The Microsoft Dynamics Partner Ecosystem and Sales Motion | 4 | 6 | 2 | 3 | Nathan misunderstands the partner structure by assuming Microsoft Dynamics was the sole partner, leading Mike to educate him on the 650 long-tail system integrators. Mike also corrects Nathan's assumption about commission margins and explains how their software acts as deal fuel for large implementation contracts. | |
| Churn Rates, Unit Economics, and Private Equity Structure | 7 | 4 | 1 | 2 | Mike quickly catches Nathan's slip when calculating lifetime value ('six months' vs 'six years'). Later, Nathan displays solid domain expertise by detailing how SaaS PE LBO debt structures differ from traditional venture debt providers like Hercules or SaaS Capital. | |
| Customer Demographics, Channel Acquisition, and Global Footprint | 6 | 1 | 0 | 2 | Nathan backs into the previously undisclosed CAC metric using LTV and ARPU, earning validation from Mike ('Pretty damn close'). Mike elaborates on winning customers early in their CRM migration lifecycle. | |
| The Famous Five Rapid-Fire Questions with Mike Dickerson | 3 | 1 | 1 | 1 | A standard Famous Five wrap-up where Mike reflects on his age and the value of weekly reflection, followed by Nathan delivering the closing recap. |