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What Does AI Really Do
To Cashflows?

Field notes from an AI practitioner on turning AI ambition into measurable EBITDA and growth for investors.

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AI Cashflows Report Cover

AI is now priced in.
The returns aren't.

In most boardrooms, AI is now hygiene. The absence of a credible AI trajectory increasingly attracts a discount. Yet 80–95% of enterprise AI projects fail to reach production or deliver measurable business impact. (MIT, 2025)

Most deal models assume a singular 200–300 basis point margin expansion — without accounting for the execution reality that sits between the AI narrative and the P&L.

In a 5–7 year hold, AI will either compress cash flows faster than expected — or create value that never made it into the model. The gap between those outcomes is not who "uses AI" and who does not, but how.

A disciplined lens for pricing AI
across the deal lifecycle

The report introduces two complementary frameworks that make AI pricing explicit and disciplined — turning a narrative variable into a financial one.

Framework

AI Transformation Yield

Y = (AI Opportunity AI Disruption) × Absorption Capacity

Opportunity

Credible upside from cost reduction, revenue growth, pricing power, data monetisation

Disruption

Revenue erosion from AI-native entrants, substitution, or regulatory constraints

Absorption Capacity

Share of net opportunity realistically capturable within hold period (0.1 to 0.6)

M

Market & Model

How does AI change demand, pricing power, and the competitive set?

I

Infrastructure & Information

Does the company have the technical and data spine to execute AI at pace?

C

Capabilities & Culture

Does the organisation have the people and operating model to turn AI from PowerPoint to P&L?

E

Edge & Economics

What does AI do to structural advantage and unit economics?

Three patterns that determine yield

The Pricing Gap

AI is treated as a narrative label — not a disciplined financial variable. What looks like execution failure often starts as mispricing.

Absorption Capacity

Strong assets capture 40–60% of AI upside within hold. Weak infrastructure and culture? 10–20%. Same sector, very different yield.

Exit Premium

Assets that evidence AI Transformation Yield will trade first — and at better multiples. Those that merely mention AI will not.

The gap is not technological.
It's organizational.

The report documents both positive and negative yield in detail — from DHL's operational transformation to Volkswagen's Cariad disaster.

80–95%

of enterprise AI projects fail to deliver measurable business impact (MIT, 2025)

30%

reduction in logistics costs at DHL through AI-driven route optimisation and warehouse automation

$300M

per year in inventory savings at one large consumer company through AI-driven demand forecasting

$7.5B

in losses at Volkswagen's Cariad — a case study in negative yield from weak infrastructure and culture

Apply it to your next deal

"Resilience is the new multiple. In a world where exits remain constrained relative to AUM, the assets that trade first — and at better multiples — will be those that can evidence AI Transformation Yield, not those that merely mention AI."
— RebootUp × Asia Tech Lens

Ready to price AI properly?

Download the free report and apply the AI Transformation Yield framework to your next deal.

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