Morris SternTechnology Executive and Advisor
Executive ProfileSelected Work
Insights
Advisory
AboutDiscuss a mandate
Contact

Print this page (Ctrl/Cmd+P) and save as PDF for the downloadable checklist.

← Back to overview

PE Technology Diligence Checklist

A one-page companion for pre-close, pre-LOI, and first-100-day technology reads.

Stern Technology Advisory

sterntechadvisory.com

§ 01 Stack inventory

CategoryWhat is in placeWhat is unknown
ERP and finance
Platform, version, cloud vs on-prem, last upgrade, named customization count
  
Commerce and channels
Platforms per channel, OMS, inventory truth, B2B vs DTC split
  
Data and BI
Warehouse, pipeline tooling, master-data system of record, report latency
  
Infrastructure and hosting
Cloud mix, contract end dates, run-rate spend, IaC maturity
  
Security and identity
SSO coverage, privileged-access model, last breach or incident, audit history
  
Vendor concentration
Top 5 vendors, % of total spend, length of exclusivity, renewal cliffs
  

§ 02 Team capability read

Signals (five)

  • Release cadence is measured in weeks, not quarters
  • Incident postmortems are written, specific, and blameless
  • Architecture ownership is clear at the team level, not a committee
  • Technology roadmap is tied to business metrics, not vendor releases
  • Attrition in senior engineering is below 12% trailing twelve months

Disqualifiers (three)

  • No production runbook exists for the ERP or the commerce platform
  • Single person is irreplaceable on a critical system
  • Security posture is inherited entirely from vendors, not designed

Any one disqualifier present = technology org cannot execute thesis without leadership change.

§ 03 Integration and data debt markers

  • Number of systems of record for customer, product, and inventory
  • Shape of the last major migration: was it finished, or still running?
  • Where master data lives, and who owns its governance
  • Count of point-to-point integrations outside the integration platform
  • Reporting latency between operational systems and the BI layer

§ 04 First 100 days decision template

DecisionDefault answerOverride condition
Consolidate or defer on multiple ERPsDefer consolidation past day 365 unless the thesis requires it soonerOverride if the thesis depends on cost-out at the G&A line
Retain or replace the senior technology leaderRetain for the first 90 days and assess against deliveryOverride if diligence already identified specific disqualifiers
Pause or continue in-flight technology programsPause all non-critical programs pending thesis alignmentOverride for programs that unblock regulatory or security risk
Invest in or starve the BI and data layerInvest early; most thesis metrics require reporting the stack cannot produceOverride if the thesis is purely operational cost-out
Build or buy the next major capabilityBuy unless the capability is a genuine differentiatorOverride if the market offerings cannot support the operating model

§ 05 Investment thesis alignment scorecard

ThesisCapability the stack must supportIn placePartialAbsent
Geographic expansionMulti-country ERP, tax, localization
Roll-up / platformIntegration architecture that absorbs targets cleanly
Margin improvementCost and spend visibility; vendor rationalization
Digital channel growthCommerce platform and real-time inventory
Pricing powerPricing system, elasticity data, rapid change propagation
Operational turnaroundReporting cadence, exception handling, audit trail
Built from post-close execution experience, not from the diligence side of the table.Stern Technology Advisory · sterntechadvisory.com/industries/private-equity
Morris SternTechnology Executive and Advisor

Winnipeg-based technology executive and advisor. 15+ years leading ERP, M&A integration, retail systems, payments, and major transformation programs across Canada and the United States.

Select advisory work runs through Stern Technology Advisory.

Discuss a mandateLinkedIn

Profile

  • Executive Profile
  • Selected Work
  • About
  • Contact

Insights

  • Articles
  • Guides
  • Technology Modernization Series
  • Resources

Stern Technology Advisory

  • Transformation & ERP Advisory
  • Retail Systems & Store Technology
  • Program Stabilization & Executive Oversight

© 2026 Morris Stern. All rights reserved.

linkedin.com/in/morrissternPrivacy Policy