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Fractional CTO · Long-tenure partner

15+ years embedded.
WordPress to a revenue engine.

BizJetJobs is a two-sided business-aviation marketplace. The owner is non-technical. I have been the technical partner across multiple platform rewrites, a recession, and the post-pandemic charter cycle. What started as maintaining a WordPress site became the platform that runs the entire business.

Fractional CTOTwo-sided marketplaceBusiness aviationpartner
15+ yrs
embedded partnership
2.5x
MRR growth, $40K to $103K
<1%
monthly churn sustained

This engagement is what I point to when someone asks what "long-tenure technical partner" actually looks like. The owner is not technical. She hires me to make decisions she doesn't have to make alone, vendor choices, architecture, build-vs-buy on every new feature, hiring decisions when the team grew.

The work has changed many times across the engagement. The relationship has not. The deliverable was never a deck. It was being still in the Slack channel when the next decision came up.

What 15+ years of partnership built

What started as maintaining a WordPress site evolved into a custom platform running the entire business. Subscription and revenue engine on Recurly with multi-currency support. Real-time revenue dashboards. A simplified job-posting flow. Contract pilot search by aircraft and location. Mobile dashboard optimization. Slack alerts and SQL reporting. Self-service admin dashboards. Feature flags and A/B testing. Employer sponsorship program. Automated user notifications.

None of that shipped as a single rewrite. It shipped as 15 years of additive iteration, each feature building on what already worked.

Why this engagement keeps renewing

Because the relationship compounds. The cost of swapping technical partners is enormous when the partner has 15+ years of context that they can't hand off in a doc. New advisors would spend a quarter ramping. The accumulated knowledge IS the deliverable.

What this engagement teaches
Long-tenure partnership beats project work for any business that intends to be around for decades. Meredith Koubsky, co-founder of BizJetJobs, on the engagement: "Matthew's vision and code turned our WordPress site into the revenue engine that fuels 10 years of YoY growth." The right technical partner becomes part of the company's institutional memory.

Want a similar outcome?

Matt