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Joel Massicotte

Executive CTO specializing in AI, Cloud, and digital engineering transformation

Evolve Then IncToronto, Canada24 Years ExperienceExecutive Level

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About

CTO-for-equity founder who partners with non-technical co-founders to bring AI-powered product ideas to market, emphasizing financial viability and go-to-market planning over "just an MVP." Currently working with two other founders (CEO/Sales and CPO/industry expert) to launch a SaaS platform, leveraging AI coding tools (Cursor/Windsurf) for extremely fast, production-ready iteration with daily releases.

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Key Strengths

  • Builds production/customer-ready platforms rapidly using AI-assisted development (full sprint of features in ~3–4 hours)
  • Translates nebulous ideas into paid, user-facing products for non-technical founders
  • Strong early-stage product/market and financial viability evaluation (GTM, projections, willingness-to-pay focus)
  • Effective cross-functional founder alignment and direct communication (CEO/Sales + CPO/industry expert + CTO)

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Experience

CEO and FounderEvolve Then Inc · Nov 2016 – Present
CTO – Fluent Portfolio GroupValsoft Corporation · Nov 2023 – Jun 2025
Managing Director (VP) – Digital EngineeringBond Brand Loyalty · Apr 2022 – Mar 2023
Director of Technology – DevOps (ICE)Definity Financial · Jun 2020 – Apr 2022
Practice Area Lead: Cloud, DevOps, SecuritySlalom Build · Jan 2018 – Jan 2019
Director DevOps Transformation CanadaCognizant Technology · Dec 2016 – Nov 2017
Director Operations ServicesAppCarousel (An AppDirect Company) · Sep 2007 – Feb 2016
Second LieutenantCanadian Armed Forces (Air) CIC · Sep 1991 – Oct 1995

Languages

English

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Connect with Joel

Joel already has a relationship with Reval, so a warm intro from us gets a much better response than cold outreach.

Typically responds within 24 hours

Recommended

Already have an account?

Hire with Reval

Find your next great hire

Our AI agents source, screen, and vet candidates for your open roles. Get qualified candidates within 48 hours.

$250one-time kickoff
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Joel MassicotteExecutive CTO specializing in AI, Cloud, and digital engineering transformation