Know the machine
before you own it.
Two questions now decide every deal you underwrite: can AI break this business, and can AI multiply it? We run a two-day audit inside your target during exclusivity and answer both, every finding dollarized and delivered before the wire clears.
Two questions now decide every deal you underwrite.
Can AI break this business? Can AI multiply it? Your diligence stack answers neither. We answer both, before you set the price.
How is AI threatening this business?
We map where AI commoditizes the product, collapses pricing power, or hands a competitor a structural cost edge, with a number and a timeline on the exposure, before you set the price.
How does AI become its edge?
We sequence every place AI and automation lift margin, labor, throughput, decision speed, by payback period, so the value-creation thesis is written before Day 1, not discovered in year two.
Built for exclusivity. Zero drag on your close.
Pre-audit · T−7
Structured diagnostics on leadership, tech stack, financials, and systems access, before we ever walk in.
Day 1 on-site
Executive sessions and function deep-dives across ops, sales, finance, and the front line.
Day 2 on-site
Systems verification, integration testing, and AI-exposure stress tests on the workflows that actually run the business.
Dollarized report · T+5
Six IC-ready deliverables on your desk before close, every finding tied to a number and a 100-day plan.
Savings × multiple = enterprise value.
Operational savings compound at exit. The audit finds those dollars before you have paid for them. Model it, then book the real number.
We guarantee at least $250K in dollar-quantified savings, or the audit is on us. Illustrative, not an offer. The precise number comes from two days on-site.
Dollar-quantified. IC-ready. Pre-close.
Operational Risk Map
Every skeleton, key-person risk, tech debt, AI disruption exposure, ranked by cost to fix.
Systems & Process Inventory
Every tool, handoff, and manual step mapped. The real machine, on one page.
Savings Schedule
Leakage dollarized line by line, scored by confidence and time-to-capture.
AI & Automation Roadmap
What to build once you own it, sequenced by payback. The upside the seller never priced.
100-Day Action Plan
Week by week, what the new owner executes from day one.
Investment Committee Memo
Findings, risks, and upside on one page. Drops straight into IC materials.
Two recent audits, both sides of the deal.
The deal the books would let you overpay for.
98% retention and 75%+ recurring on paper. Inside: structurally losing about $100K a month, labor crept from 45% to 64% of revenue undetected, roughly six months of runway, payroll resting on one person.
Healthy on paper. $742K a year trapped in the machine.
Profitable, 15%+ margins, wants to 4×. Found a $72K/yr platform creating negative value, 3,000 maintenance calls a month with zero automation, and the scalability ceiling the seller never priced.
Two recent engagements, one each side of the deal. Identifying details redacted; the numbers are real.
Operators and AI engineers, not a generic agency.
ChiefAIO is senior operators and AI engineers who have shipped real production systems in the businesses you buy: property management, brokerage, construction, financial and professional services. ChiefAIO Audit is our buy-side practice, on-site with your deal team in exclusivity, with a dollarized report on your desk before you wire.
Co-founded ChiefAIO. Leads the on-site diligence read, then builds the AI systems and automation that carry the findings into the new owner's first 100 days.
Builds and ships the agents, integrations, and automation that turn an audit's findings into running systems, so the 100-day plan executes from day one.
What deal teams ask first.
Know the machine before you own it.
Tell us about the deal and where it sits. We'll tell you honestly whether AI changes the thesis, and what we'd dollarize in two days on-site.