Oshri Cohen

Hey, I’m Oshri Cohen — Fractional CTO turned full-time tech whisperer.

I’ve spent the last 25 years immersed in engineering, and the last 15 leading brilliant (and sometimes delightfully chaotic) teams as a technical executive. From scrappy startups in healthtech and martech to 350-person research firms and Series C rocket ships, I’ve done it all: scaled orgs, refactored disasters, rescued investor confidence, and shipped things that didn’t catch fire on launch day. Wins all around.

30 companies in 4 years as a Fractional CTO? Yep. That’s not a typo. I embedded myself in each like a method actor in a startup biopic, just without the Oscar, though I’ve definitely made acceptance speeches to my dog. I solved mission-critical problems, rearchitected platforms, hired and levelled up teams, and created product strategies that actually made sense. And money.

At my core, I’m a systems thinker. Whether I’m rebuilding a microservices architecture, designing OKR cascades across dev teams, or explaining to a founder why their dev team is two PRs away from mutiny, I bring clarity, structure, and technical depth without the buzzword bingo.

Tech Stack? I could rattle off a list as long as your LinkedIn scroll: Python, Golang, React, gRPC, Kubernetes, Postgres, DDD, CQRS, EKS, Redis, you name it. But the truth is, I treat tech like tools, not religion. What matters more is why we’re building something and who we’re building it for. And how fast can we deploy without breaking production? (Or spirits.)

I help engineering orgs reach Elite DORA status in months, not years. Devs love working with me because I obsess over DX: If you can’t boot the stack with one command in under five minutes, we fix that. I also enforce quality through intelligent code review delegation and AI-assisted tooling. Let’s just say, if your platform smells like legacy spaghetti, I’ll turn it into clean lasagna.

If you’re building something great or something messy but full of potential, and you want a tech leader who can code, coach, scale, and simplify, let’s talk.

Co-Founder of leaf.page

Your own ‘About Me’ Page on the Web.
A micro-site for professionals by professionals

Jeff Zigman, “The Business Engineer”

Instead of software, imagine you had the goal of building a house.
But what if you DIDN'T have a Blueprint?
How MISERABLE is your next 6-12 months going to be?

What kind of monstrosity are you going to end up with?
Bad foundation?
Wrong number of bathrooms? Bedrooms?
Kitchen in the wrong place?

The THOUGHT of doing that is crazy to anyone.

But in software, people do it all the time. 
It's no wonder people spend MONTHS or years without a live/working product.

I've built software in 2 weeks that companies failed to build for $500,000.
I built a niche industry MVP in 3 weeks that 19 software companies tried over 15 years, and all said was impossible to do. (My Legal Tech TRUEclaims below)

What was so hard about building TRUEclaims? (people ask that a lot)
I had to figure out solutions to about 10-15 "problems" that no one in the world had solved.
Then I had to get those "solutions" to work in tandem with each other.

I've built 17 business-level softwares/MVPs solo.
I've designed/led over 300 softwares.

Without AI, the rough "time compression" is that it takes me ~1 week to build what would typically take a team 6-8 months.

This means that if you've spent the last 6-8 working with a software development agency to push out an MVP, there's a STRONG chance that I'd be able to release a Live, functional, working version in about 1 week.

What's the "BIG SECRET" of how I do this? (people ask that a lot)

There's no "secret"...

Yes, I spent more than a decade designing databases.
I spent more than a decade designing User Experiences.
More than a decade designing software systems.
Almost 2 decades testing software.
I understand Business and have done plenty of Sales.

But the BIG THING the makes the BIGGEST difference...

I know how to ask the right questions AT THE BEGINNING, to nail down the Requirements at step 1, to have a clear idea of what needs to be built.

And then how to translate that - without "Broken Telephone" - into a clear Technical Blueprint of what to build.

Some of the key Businesses/Projects I've built:
- TRUEclaims.io: Legal Tech MVP in 3 weeks, now serves 150+ law firms.
- Jewish Anti-Semitism Fighting Network: 1.5 weeks, 100+ lawyers, 120+ matches.
- Amazon Deal Identifier: 2 weeks, succeeded after $1M in failed attempts by others.
- Others: ReeferLTL.net, PartnerRally.com, LeadBridge.app, more at theenterprisemvp.com.

Background:
- 12y CTO/Entrepreneur
- 14y Business Analyst
- 14y UX Optimization
- 18y Software Testing
- 12y Database Design
- 14y Project Management
- 23y Martial Arts

See more about me here: theenterprisemvp.com

CEO, Founder

The only immersive online Active Shooter Prepardness Training made for Enterprise scale rollouts and schools alike.

Customizable to the floor plans, shelter options, rally points, and unique instructions of every unique location.

Interactive, gamified, and trackable by management.

Requires no scheduling, no coordination, and can be rolled out to 10,000 people in days.

Created in conjunction with Alex Killie (former Department of Homeland Security ~5,000 people trained).

Video Testimonial by Joy McIntosh, Assistant Head of School (watch below)
"I would purchase SKILL BUILDER['s Active Shooter training] again without any hesitation.

I really found that this course… really made you THINK… I’ve been in other courses where it’s in person… and the time to really think ‘what would I personally do’ really isn’t possible when you’re all together in one space… because you’re not even in your own space… [this really makes it] what’s true FOR YOU…

A lot of the same messaging was included in the in-person trainings [we’ve done], however… this course makes you think about your specific situation… it’s much more PERSONAL and that’s what I’d say is the biggest difference…

Jeff is fantastic! You send him an email, you get an answer! And if he doesn’t have the answer, he says ‘hang on, I’ll get the answer’… It’s been amazing… the turnaround with any question has been nearly instantaneous, if not right then within that minute, then it’s as soon as he can possibly get the answer to the question.

it was like a One-Stop-Shop, which was really excellent… 

I actually put all of our policies and procedures into the course, so as they were going through the overall course, so they could see as they were going through the course that Yes, we have these in place and here they are in writing… it was Incredible… it made it really useful to our particular school… and it was EASY… it was easy to use, it was easy to fill in… it was seamless… it was… it was excellent."

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The Battle

Oshri Cohen

Jeff Zigman, “The Business CTO”

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