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Christopher DiPesa
Executive DevOps & Platform Engineering Leader specializing in cloud, SRE, and DevSecOps
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About
Fintech startup veteran (8+ years) building TrustRelay, a control-plane product between ERPs and banks to verify vendors, enforce pre-flight payout policies, automate reconciliation, and produce deterministic audit evidence. Currently at MVP stage and planning to pursue Founders Institute Boston Sprint 2026 while lining up design partners and raising pre-seed/seed.
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Key Strengths
- 8+ years fintech experience identifying repeatable AP/vendor payment risk patterns
- Structured PMF and idea-evaluation framework (YC, Sequoia Arc, CB Insights, Steve Blank, Paul Graham, First Round)
- Ability to define and build a wedge MVP ("30-day Safety Pilot") targeting a specific buyer pain
- Strong understanding of finance-team workflows: vendor onboarding, first-payment/bank-change risk, brittle manual reconciliation, audit evidence gaps
- Lean execution approach: pre-sell pilots, build thinnest end-to-end golden path, prove value fast then scale
- Startup leadership experience including taking companies through acquisitions
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1 publication
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