Turnaround CTO · Private Equity

The turnaround CTO your portfolio company needs.

You closed the deal. Then the technical reality showed up, fragile delivery, key-person risk, security gaps, an undocumented codebase. I parachute in as interim CTO, stabilize the engineering organization, and protect the value of the thesis.

Technical due diligenceStabilizationSOC 2 · HIPAAExit-readiness
Oshri Cohen, Interim & Turnaround CTO
Oshri CohenInterim & Turnaround CTO
The post-acquisition reality

The diligence said "minor tech debt."
Then you opened the hood.

Most acquired companies were built to ship features, not to be owned, scaled, or sold again. That gap becomes your risk on day one.

Delivery you can't forecast

Releases are slow, manual and scary. No one can promise a date, which makes the value-creation plan a guess.

Key-person risk everywhere

The system lives in one or two people's heads. No docs, no tests. If they leave, the asset walks out the door.

Security & compliance gaps

SOC 2, HIPAA or GDPR exposure that scares enterprise buyers, and threatens the next round or the exit.

Cost & integration drag

Legacy infrastructure burning EBITDA, plus integration debt across an acquisitive roll-up that never gets paid down.

The engagement

A 90-day turnaround,
built for the deal.

I've stabilized six troubled SaaS products this way, inheriting codebases with no tests, no docs and no team, and turning them around in three to six months.

Days 0–30 · Diagnose

Find the truth, fast.

  • Technical & team due diligence
  • Architecture, security & cost review
  • ROI review of every active project
  • Shortlist: what to rethink or cancel
  • Key-person & delivery risk map
  • Stop the bleeding on the worst fires
Days 30–60 · Stabilize

Make delivery boring.

  • CI/CD, GitOps & trunk-based flow
  • Tests, docs & runbooks where it counts
  • Rebuild & reorganize the team
  • Close the urgent security gaps
Days 60–90 · Position

Align tech to the thesis.

  • Roadmap tied to value-creation plan
  • Organizational design for the AI age
  • SOC 2 / HIPAA path underway
  • Hire or coach the permanent leader
  • Board-ready reporting & metrics
What the deal gets

De-risked, and worth more
at the next milestone.

Low→Elite
DORA delivery performance, typically within a quarter
<1hr
Downtime on on-prem-to-cloud migrations I design
SOC2I&II
Compliance achieved across HealthTech, InsureTech & e-commerce
6+
Troubled SaaS products stabilized and turned around

I read the investment thesis before I read the code. The job isn't clean architecture for its own sake, it's protecting and compounding the value of the asset.

How we work together

Three ways in.

Pre-close

Technical Due Diligence

An honest read on the engineering, team and risk before you sign, so there are no surprises after.

Post-close

Interim / Turnaround CTO

I step in hands-on to stabilize, rebuild the team, and execute the first phase of the value-creation plan.

Ongoing

Portfolio Advisor

Fractional technology oversight across multiple portfolio companies, with board-ready reporting.

Common questions

What PE operators ask me.

How quickly can you start on a portfolio company?

Usually within one to two weeks. Pre-close diligence engagements can start in days when a deal is moving, I keep capacity for time-sensitive transactions.

Do you work pre-close or only after acquisition?

Both. Pre-close I run technical and team due diligence so there are no surprises after signing. Post-close I step in hands-on as interim or turnaround CTO to stabilize and execute the value-creation plan.

What does a 90-day turnaround actually deliver?

A diagnosed, de-risked engineering organization: predictable delivery on CI/CD and GitOps, key-person risk mapped and reduced, urgent security and compliance gaps closed, a roadmap tied to the thesis, and a permanent leader hired or coached, with board-ready reporting throughout.

Can you cover multiple portfolio companies at once?

Yes. As a Portfolio Advisor I provide fractional technology oversight across several companies in a fund, with consistent board-ready metrics and a shared playbook.

How do you charge for turnaround engagements?

Engagements are scoped to the situation, a fixed-fee diligence sprint, a monthly interim-CTO retainer, or an ongoing portfolio-advisory arrangement. We agree on outcomes and reporting cadence up front.

Got a portfolio company
that needs a steady hand?

Let's talk through the situation. I'll tell you straight what I'm seeing and what the first 90 days would look like.

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