Jeremy Sisson
Founder at Call Sidekick
Based in Canada · 25+ years experience
Summary
Technical Product Leader | Building SaaS Products from Zero to One
About
I help early-stage SaaS startups turn ideas into working products.
With 25 years of experience as a founding engineer and technical leader, I bridge the gap between product vision and technical execution. I've been the first technical hire at multiple startups that have raised funding, achieved exits, and scaled to thousands of users.
What I Bring:
I'm a holistic product developer who contributes across the full stack—front-end, back-end, DevOps, UX, and product strategy. I don't just write code; I translate business needs into tangible products while leading small, agile teams.
My Approach:
Early-stage startups need product-centric development, not traditional SDLC. I focus on: • Balancing velocity with smart architecture • Iterative development with rapid user feedback • Technical decisions that serve product goals • Building unified product-technical teams (no silos)
Recent Work:
🚀 Simplified.
Travel (Technical Co-Founder, 2025-Present) Built AI-powered white-label itinerary platform with proprietary RAG implementation. Secured partnerships with major DMOs across multiple markets.
🚀 Wethos (Founding Engineer, 2018-2023) Scaled platform to 23,000+ users, facilitated $54M+ in transactions. Built fintech MVP in 6 weeks. Grew engineering team from 2 to 10. Supported $16.4M in venture funding.
🚀 Jasper PIM (First Technical Hire, 2014-2018) Solo founding engineer who built entire initial platform. Multi-tenant architecture supporting multi-language, multi-currency. Foundation led to public listing (TSXV) and $6M raise.
🚀 Hotship/Veredex (First Technical Hire, 2000-2001) Designed and built shipping engine that aggregated 1,000+ courier companies. Enabled company to raise $4M in venture financing.
Tech Stack:
20 years with Laravel/PHP—I love the "batteries included" approach for rapid product development. Deep expertise in Vue.js, Nuxt, and modern SaaS tooling. My product architecture thinking transfers to any tech stack.
How I Can Help:
Available as: • Technical Co-Founder / Founding Engineer (full-time) • Fractional CTO / Technical Advisor (part-time)
I work best with pre-seed and seed-stage companies building technical SaaS products, especially those with no prototype or early greenfield projects.
Let's Connect:
If you're building something new and need someone who can both architect and build while thinking about product, let's talk.
📧 jeremy@jeremysisson.com 📍 Burlington, Ontario (Remote-friendly)
Skills
Regions covered
Industry experience
Not-for-profit, Professional Services, Manufacturing, SaaS
At a glance
Jeremy brings hands-on experience across Software Architecture, Engineering Leadership. Available for engagements across North America. Industry experience includes Not-for-profit, Professional Services, Manufacturing, SaaS.
How fractional CTO engagements with Jeremy work
Jeremy works on a fractional basis — typically one to three days a week for an agreed engagement length — so you get senior technical leadership without the cost or commitment of a full-time hire. Engagements commonly include technical due diligence, board reporting, engineering team leadership, technology strategy, architecture reviews, hiring support, and stepping in as interim CTO during a transition.