AI-Native Chief Product & Technology Officer

Engineering in
service of the business.

I'm Oshri Cohen, an AI-native CPTO who works as a fractional and interim CTO. I come in, solve the hard problem, and build the AI-native engineering and product team to carry it. One or two clients at a time, hands-on, until it's done.

Oshri Cohen, AI-Native Chief Product & Technology Officer
Oshri CohenFractional & Interim CTO · Canada · USA · Remote

I think from a product and business point of view first, and everything derives down to technology and engineering in service of business development.

The operating philosophy behind every engagement
01 · Track record

Two and a half decades,
measured in outcomes.

25yrs
In SaaS & enterprise software, 20 in tech leadership
30+
Companies served as Fractional & Interim CTO since 2018
12
Engineering teams led across 7 countries & 4 time zones
10+
Digital products delivered end-to-end across industries
02 · About

A product-minded
technologist.

Oshri Cohen portrait
Oshri Cohen, CPTO

For 25 years I've sat at the seam between the boardroom and the codebase, translating business strategy into engineering execution, and engineering reality back into business decisions.

I've delivered 10+ digital products across HealthTech, E-commerce, Manufacturing, Logistics and Finance, hands-on across architecture, CI/CD, UX, and AI, with a sharp current focus on redesigning for the AI-native era. Since 2018 I've served as a Fractional & Interim CTO to 30+ companies, at one point simultaneously directing 12 engineering teams across 7 countries.

Before that, executive seats as VP of Engineering at an intelligent-transportation company and CTO of a healthcare EMR platform. My obsession is the experience, for users, customers, and the operators who run the business.

Cloud-native architectureAI-Native transformationDORA & GitOpsSOC 2 · HIPAA · GDPROrg & cultureTurnarounds
03 · Career

The path here.

Oct 2025 to Jun 2026
Chief Product & Technology Officer
EdTech
Led product, engineering and AI-native transformation for an online learning platform.
2018 to Now
Consulting & Fractional CTO
North America · Remote
Strategic technology partner to 30+ startups and growth-stage companies.
2016 to 2018
VP of Software Development
Intelligent Transportation Systems
Bimodal teams → +30% delivery efficiency; CI/CD → −40% deploy times.
2014 to 2016
Chief Technology Officer
Healthcare EMR Platform
Modernized the integrated care platform; provincial compliance.
Earlier
Director of Technology
Hospitality Wellness Platform
POS integration strategy across hundreds of restaurant systems.
Earlier
Principal Engineer
No-code Automation Startup
Founding team; task execution engine & workflow orchestration.
Earlier
Director of Engineering
Market Research Firm · 350+ employees
Digital transformation of research & analytics platform.
2006
BA, Business Administration
McGill University
FounderFuel mentor · Montreal CTO Meetup co-organizer.
04 · Selected impact

Problems solved,
at scale.

A sample of engagements where technology decisions moved the business, not just the backlog.

Lead focus · AI-Native
AI-Native era

Redesigning the operating model for AI

Redesigning business, product and engineering processes for the AI-native era, rebuilding workflows, delivery and decision-making so the whole organization operates AI-first.

Engineering Performance
Low → Elite

DORA transformation in three months

Took a low-performing org to elite DORA metrics in 90 days, restructuring process, GitOps and CI/CD to make delivery fast and predictable.

Security & Compliance
SOC 2 I & II

HIPAA-grade compliance, delivered

Achieved SOC 2 Type I & II across HealthTech, InsureTech and E-commerce while leading offshore teams under HIPAA protocols.

Modernization
< 1 hr

On-prem to cloud-native, no drama

Re-platformed legacy enterprise systems to Kubernetes cloud-native, Azure, AWS, GCP, with downtime held under an hour.

Turnarounds
6 products

Rescued troubled SaaS products

Inherited codebases with no tests, docs, or team, rebuilt engineering, led product, and turned six products around in 3–6 months.

Logistics · Re-platform
0 downtime

One-year cloud-native migration

Re-architected an on-prem logistics platform to cloud-native over a year with zero downtime, team built and led end-to-end.

05 · AI in industry

AI innovations,
by industry.

AI applications and agent systems I've designed across industries, some shipped, some blueprints. A sample is below; explore the full set on the dedicated page.

Accounting & Tax

An agent team for tax & filings

A traceable graph of narrow AI specialists that reads the data, computes against the rules, and drafts the filings, with the accountant accountable at the end.

E-commerce & Fulfillment

Margin-finding agents for fulfillment

In a commodity market the price is fixed, so a graph of agents finds profit in the cost of each order, sourcing, shipping and returns, while holding a margin floor.

07 · In the media

On the record.

Conversations on the CTO craft, from the right leader at each stage of a company, to security, HealthTech and the road to fractional leadership.

Let's build something
that matters.

hello@oshricohen.me(514) 777-3883Canada · USA · Remote