Crescent Capital Advisors

Assess: Technology Due Diligence

Each engagement has a defined scope, a set timeline, and a fixed fee, all agreed before kickoff. Every engagement starts with an assessment.

Scenarios Our Clients Face

  • The deal team's tech advisor flagged risk but couldn't say what it would cost to fix, or when.
  • A prior acquisition turned out to have a compliance gap that wasn't surfaced until post-close, and the integration budget had to be reset.
  • The target CTO is smooth in meetings, but the engineering org has 80% turnover in the last 18 months and the GP has no independent read on why.
  • The deal thesis is a platform play, but nobody has evaluated whether the technology can handle the acquisition targets on the pipeline.
  • The LOI was signed and diligence starts in two weeks. There's no technical operating partner on the transaction.

What It Is

A structured technology assessment of a potential acquisition target, with each finding stated in financial terms. It uses the PRISM™ framework to evaluate five dimensions, and each dimension is mapped to dollar impact, remediation timeline, and thesis risk.

When to Engage

  • Before LOI or within the first 30 days post-close
  • When the GP has a deal with meaningful technology dependency
  • When the deal team lacks a technical operating partner on the transaction
  • When previous diligence flagged technology risk without quantifying it

The PRISM™ Framework

The framework has five dimensions. Every finding is recorded with its dollar impact, the timeline to remediate, a confidence level, an owner, and a Gate, Price, Thesis, or Lever classification.

LetterDimensionThe Business QuestionRole
PPortfolio FitCan tech support the investment thesis?Gate
RRisk QuantificationWhat tech risks create financial exposure?Price
IInfrastructure & EngineeringCan the platform scale?Foundation
SStrategic Data AssetsCan the data create value?Upside
MManagement & ExecutionCan this team deliver the thesis?Multiplier

Workstreams

  1. Product and roadmap
  2. Engineering execution and velocity
  3. Architecture and platform
  4. AI/data maturity
  5. Security and trust (cyber posture)
  6. Cloud, tooling, and cost
  7. Team and operating rhythm
  8. Board/executive communication

Deliverables

  • PRISM™ Scorecard: 5-dimension, financially translated
  • Risk Map: Gate / Price / Thesis / Lever classification
  • Technical Debt Inventory: CapEx exposure, quantified
  • Engineering Leadership Depth Assessment
  • Compliance Gap Summary: SOC 2, HIPAA, CMMC, ISO 27001 as applicable
  • 100-Day Technology Roadmap
  • Executive Summary: board-ready, 2–3 pages

Engagement Format

Duration: 3–4 weeks
Format: Document review + stakeholder interviews + written deliverable + readout
Interviews: CEO, CTO/VP Engineering, CISO or IT lead, product lead, 1–2 key engineers

Proof Point

Our operators have run technical diligence, integration and post-close efficiency work on multiple transactions, from both the buyer side and the seller side, including in a large-cap PE firm's portfolio. One integration produced a 25% efficiency improvement.

What Comes Next

Post-close: 100-day implementation sprint → Fractional CTO or CISO retainer → hold period Improve engagement via CLEAR™.

Discuss how this applies to a portfolio company.

Bring the asset and the investment thesis. We will map this engagement to the specific gap and the first 100 days of work.