AI-native transformation,
in service of the business.
I'm Oshri Cohen — an AI-native CPTO and fractional & interim CTO for $10M–$50M companies. I rebuild how the product is built and how the org runs so AI is the default, then build the AI-native team to carry it. One or two clients at a time, hands-on, until it's done.
I think from the product and the business first, then rebuild how the company operates so AI is the default — an AI-native transformation, not a feature bolted on, in service of business development.
Two and a half decades,
measured in outcomes.
A product-minded
technologist.
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. Now that translation is mostly one thing: AI-native transformation.
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.
The path here.
Problems solved,
at scale.
A sample of engagements where technology decisions moved the business, not just the backlog — increasingly, by making the whole operation AI-native.
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.
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.
HIPAA-grade compliance, delivered
Achieved SOC 2 Type I & II across HealthTech, InsureTech and E-commerce while leading offshore teams under HIPAA protocols.
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.
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.
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.
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.
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.
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.
One method.
Always current.
I run every engagement on The Business-Down Method™ — engineering decisions derived down from the P&L, not the other way around. The method is the discipline: Read → Direct → Build → Operate & Optimize. What it produces is an AI-native transformation — the product, the team, and the operating model rebuilt so AI is the default — and never boilerplate, because the state of the art moves every quarter. The spine stays; the solution is always current.
Where I create leverage.
Senior, hands-on leadership for founders, boards, and the investors who back them — most of it now AI-native transformation: rebuilding how the product is built and how the org runs.
Fractional CTO
Senior technology leadership without a full-time hire. I set direction, build the team, and own delivery, one or two clients at a time.
AI-Native Transformation
I rebuild how the product is built and how the org runs so AI is the default, not an add-on, and I implement it, including the hiring.
Interim CTO
Full-time leadership in the seat, temporarily, to cover a gap or carry a transition until the permanent hire lands.
Turnaround CTO
Stabilize troubled products and teams, then chart a credible path back to fast, predictable delivery.
Technical Due Diligence
For PE and investors: a clear read on code, architecture, team and risk before you sign, and an AI-native value-creation plan after.
Engineering Org & Culture
High-performing teams via DORA, GitOps and DevOps: measurable, predictable, sustainable delivery.
On the record.
Conversations on the CTO craft, from the right leader at each stage of a company, to security, compliance, AI-native engineering and the road to fractional leadership.
From the desk.
Field notes on engineering leadership, metrics, and building technology businesses.