The Real Problem: Why PE Companies Get Technology Wrong
You’ve just closed a $50M acquisition. Strong product. Growing revenue. Good management team. Then you meet with the CTO—and realize they’re essentially a senior engineer who codes at night and has never created a real technology roadmap.
This is common. It’s also a problem.
Technology drives exit multiples. A company with clean architecture, scalable infrastructure, and strong technical leadership exits at 6.2× revenue. The same company with hidden debt, scaling problems, and a weak tech team? 4.1×. That missing 2.1 turns into $10–$15M in lost value because nobody guarded the technology thesis during acquisition.
Most private equity firms know this intellectually. They just don’t know what to do about it. That’s where fractional CTOs come in.
What Happens in the First 100 Days (And Why It Matters)
When you acquire a company, the first 100 days define everything. You have a narrow window to:
- Assess the real state of technology.
- Identify what’s scalable versus fragile.
- Decide if the current leader should stay, be mentored, or be replaced.
- Prioritize investments that deliver on the value creation plan.
- Build a roadmap your operators, investors, and board can rally around.
Most firms miss that window. They focus on financial consolidation, operational metrics, and customer success. Technology becomes an afterthought. By day 100, the moment is gone—you’ve hired the wrong leader, missed the critical debt, and now you’re playing catch-up for three years. A fractional CTO makes sure that doesn’t happen.
Three Reasons to Hire Fractional (Instead of Full-Time)
Reason 1: You don’t yet know what you need. Hiring full-time into uncertainty is expensive and usually wrong. A fractional CTO spends 30–60 days diagnosing your real problem so you know exactly what role to fill.
Reason 2: Your timeline and budget are misaligned. A full-time CTO runs $250K–$400K annually in salary plus recruiting costs and a 6-month ramp. A fractional leader is productive in week one and saves $200K–$300K in year one.
Reason 3: You need specific expertise that’s impossible to hire fast. Fractional access unlocks specialists who’ve been through multiple exits, understand PE context, and know your stack.
The Four Phases of a Fractional CTO Engagement
- Assessment (Weeks 1–6). Architecture audit, team assessment, risk prioritization, and a 12-month roadmap.
- Strategy & Hiring (Weeks 7–14). Leadership decisions, investment alignment, and candidate screening.
- Onboarding & Execution (Weeks 15–26). Support the new tech leader, refine strategy, stabilize the team.
- Strategic Advisory (Month 7+). Quarterly reviews, decision support, and course corrections as the thesis evolves.
How to Evaluate a Fractional CTO
Red flags: theory-only advisors, no PE exit track record, blanket rewrite recommendations.
Green flags: acquisition integration experience, concrete stories with numbers, clear trade-off explanations.
Ask: “Tell me about a company you worked with where the technology assessment changed the value creation plan. What happened?”
ROI Calculation: Why Fractional Makes Financial Sense
Comparing a rushed full-time hire versus a fractional-first approach shows a $200K-$300K year-one savings before you even count the avoided rebuilds, incidents, or missed targets. The math alone justifies fractional leadership; the compounded value creation makes it obvious.
The 90-Day Playbook: What Actually Gets Done
- Days 1–10: Deep dive into product, customers, competitive landscape, and financial thesis.
- Days 11–30: Technical assessment, team interviews, security review, and debt prioritization.
- Days 31–60: Assessment report, board communication, leadership recommendations, draft roadmap.
- Days 61–90: Execution begins—hire or onboard the tech leader, restructure the team, lock quarterly priorities.
Common Technical Discoveries (And What They Mean)
- “Big ball of mud” code. Early startup engineering. Refactorable with 6–12 months of disciplined work.
- “Infrastructure debt.” Upcoming upgrades and scaling risks. Plan the project before customers feel it.
- “Knowledge lives in one head.” Your single biggest operational risk. Document and distribute immediately.
- “Weak security posture.” Compliance time bomb. Expect a 2–4 month tightening project.
- “Not ready for 10× load.” Architecture changes are required, but they’re solvable with a structured plan.
Questions to Ask About Your Portfolio Company’s Technology
- What would it cost us to lose our top three engineers?
- Which architectural decisions will help—or hurt—our exit multiple?
- What part of our stack couldn’t handle 10× users without major work?
- What are competitors investing in that we are ignoring?
- If we sold tomorrow, what would an acquirer ask about our technical team?
When to Transition from Fractional to Full-Time
Make the move when the strategy is locked, the team is stable, the roadmap is predictable, and the board story is clear. For most PE-backed companies, that happens around month 12–18.
Frequently Asked Questions
Q: What is a fractional CTO and how is it different from a consultant?
A: A fractional CTO is a senior technology executive who works part-time (typically 20-40% time commitment) providing ongoing strategic technology leadership. Different from consultant: Fractional CTO maintains continuous relationship (not project-based), takes ownership of technology strategy and outcomes (not just recommendations), serves as accountable executive for technology function (not advisor), builds internal team capability over time (not dependency), and has deep incentive alignment through retainer model. Different from full-time CTO: Lower cost ($120K-$180K vs. $300K-$500K annually), higher expertise level often affordable, flexible engagement scaling up/down as needed, access to broader network and best practices across multiple organizations.
Q: When should a family office engage a fractional CTO vs. hiring full-time?
A: Fractional CTO optimal when: Office manages <$1.5B AUM (insufficient complexity for full-time), Technology is important but not core competitive advantage, Need expert guidance but not daily execution, Want to assess technology needs before committing to full-time hire, Transitioning between full-time CTOs or evaluating candidates. Full-time CTO justified when: Office manages >$1.5B AUM with complex custom systems, Technology is core competitive differentiator, Managing technology team of 5+ people requiring daily leadership, Continuous strategic technology initiatives underway, Office culture requires full-time executive presence for technology function. Many offices use hybrid: fractional CTO + technical manager.
Q: What does a fractional CTO engagement typically cost?
A: Fractional CTO pricing models: Retainer model (most common): $10K-$15K/month for 20-40% time commitment = $120K-$180K annually. Includes: weekly strategy calls, quarterly technology roadmap reviews, on-call for critical issues, vendor negotiations, architecture design. Project-based: $150-$400/hour for specific initiatives (technology assessment, vendor selection, system implementation). Hybrid: Monthly retainer ($8K-$12K) + hourly for projects beyond base scope. Compare to full-time CTO: $300K-$500K annually (salary + benefits). Fractional provides 60-70% of value at 25-35% of cost for offices not requiring full-time leadership.
Q: How do you measure fractional CTO performance and ROI?
A: Fractional CTO performance metrics: Quantitative: Cost savings from vendor renegotiations (target: 15-30% reduction on major contracts), Time saved through automation (target: 100+ hours/month for mid-sized office), Security incidents prevented (target: zero breaches during engagement), Project delivery (target: on-time, on-budget for 80%+ of initiatives). Qualitative: Technology roadmap clarity (documented 12-18 month plan with priorities), Team capability growth (staff can execute routine technology decisions independently), Vendor relationship management (responsive vendors, favorable terms), Strategic alignment (technology enables business strategy vs. constraint). ROI calculation: Value delivered (cost savings + time savings + risk mitigation) ÷ Engagement cost. Target ROI: 3-5x annually.
Frequently Asked Questions
What is a fractional CTO and how is it different from a consultant?
A fractional CTO is a senior technology executive who works part-time (typically 20-40% time commitment) providing ongoing strategic technology leadership. Different from consultant: Fractional CTO maintains continuous relationship (not project-based), takes ownership of technology strategy and outcomes (not just recommendations), serves as accountable executive for technology function (not advisor), builds internal team capability over time (not dependency), and has deep incentive alignment through retainer model. Different from full-time CTO: Lower cost ($120K-$180K vs. $300K-$500K annually), higher expertise level often affordable, flexible engagement scaling up/down as needed, access to broader network and best practices across multiple organizations.
When should a family office engage a fractional CTO vs. hiring full-time?
Fractional CTO optimal when: Office manages <$1.5B AUM (insufficient complexity for full-time), Technology is important but not core competitive advantage, Need expert guidance but not daily execution, Want to assess technology needs before committing to full-time hire, Transitioning between full-time CTOs or evaluating candidates. Full-time CTO justified when: Office manages >$1.5B AUM with complex custom systems, Technology is core competitive differentiator, Managing technology team of 5+ people requiring daily leadership, Continuous strategic technology initiatives underway, Office culture requires full-time executive presence for technology function. Many offices use hybrid: fractional CTO + technical manager.
What does a fractional CTO engagement typically cost?
Fractional CTO pricing models: Retainer model (most common): $10K-$15K/month for 20-40% time commitment = $120K-$180K annually. Includes: weekly strategy calls, quarterly technology roadmap reviews, on-call for critical issues, vendor negotiations, architecture design. Project-based: $150-$400/hour for specific initiatives (technology assessment, vendor selection, system implementation). Hybrid: Monthly retainer ($8K-$12K) + hourly for projects beyond base scope. Compare to full-time CTO: $300K-$500K annually (salary + benefits). Fractional provides 60-70% of value at 25-35% of cost for offices not requiring full-time leadership.
How do you measure fractional CTO performance and ROI?
Fractional CTO performance metrics: Quantitative: Cost savings from vendor renegotiations (target: 15-30% reduction on major contracts), Time saved through automation (target: 100+ hours/month for mid-sized office), Security incidents prevented (target: zero breaches during engagement), Project delivery (target: on-time, on-budget for 80%+ of initiatives). Qualitative: Technology roadmap clarity (documented 12-18 month plan with priorities), Team capability growth (staff can execute routine technology decisions independently), Vendor relationship management (responsive vendors, favorable terms), Strategic alignment (technology enables business strategy vs. constraint). ROI calculation: Value delivered (cost savings + time savings + risk mitigation) ÷ Engagement cost. Target ROI: 3-5x annually.