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Fractional Chief Revenue Officer (CRO) for B2B ($2M – $20M)

Transition From Founder-Led Sales to an Autonomous Revenue Engine.

I help B2B business owners automate revenue processes, scale profitability, and maximize enterprise valuation—so your business runs predictably without you.

Calculate Your Exit Readiness

Thirty minutes, no deck, no pitch. You leave with a read on your valuation position either way.

Exit readiness snapshot

5.1×6.5×

The EBITDA multiple the calculator below returns for a $6.5M business where the owner still runs 65% of sales — a $1.23M swing in enterprise value, before a dollar of new revenue.

$2M – $20M

Sweet spot company stage

Engagements run to $50M

3× – 5×

Valuation multiple growth focus

Measured on EBITDA

100% Autonomy

Removing founder bottlenecks

Sales off the owner

Exit-Ready

Positioned for maximum payout

12 – 36 month window

The founder's bottleneck

Why Most B2B Companies Hit a Ceiling at $2M–$20M

Four findings show up in almost every company in this band. None of them are performance problems — which is precisely why working harder has stopped fixing them.

The Founder Bottleneck

Revenue stops growing the moment the owner steps away from daily sales execution. Every deal of consequence routes through your relationships, your pricing instinct, your follow-up — so the pipeline is not a system, it is your calendar.

Cost: Growth capped at one person's bandwidth

The Valuation Penalty

Acquisition buyers discount heavily for businesses that rely on the owner's personal relationships. Two companies with identical earnings sell for very different numbers, and the gap is not performance — it is transferability.

Cost: A multiple that prices you, not the business

Fragmented Systems

Revenue generation relies on manual effort rather than automated, scalable process. Leads sit in four places, the forecast is a feeling, and nobody can say what happens between a first call and a signature.

Cost: Effort rising faster than revenue

Burnout Over Joy

The business consumes the founder's life instead of supporting their purpose and freedom. Weekends are for catching up, the phone never stops, and the thing built to create choices has quietly started removing them.

Cost: A trap where a pathway used to be

The fractional CRO engagement

How We Scale Your Revenue, Profitability & Valuation

Four pillars, run in sequence, because autonomy without a working engine is a slower version of the same problem — and no buyer pays a premium for either one on its own.

01

Automated Revenue Systems

Predictable pipeline

Modern sales automation, pipeline rigour and AI assembled into one engine: demand generation that runs to a cadence, a CRM that reflects reality, and a forecast you can take to a board without apologising for it.

What you end up with

  • Documented demand and pipeline model
  • AI-assisted qualification and follow-up
  • A forecast that survives scrutiny
02

Operational Autonomy

The company runs without the CEO

Team playbooks, revenue leadership and an operating cadence structured so performance does not depend on you being in the room. Relationship-held revenue gets documented, reassigned and proven under someone else's name.

What you end up with

  • Revenue org design and comp structure
  • Weekly operating cadence and scorecard
  • Accounts transitioned off the founder
03

Valuation Optimization

A multiple that reflects the machine

EBITDA health, governance and recurring revenue improved on purpose rather than by accident — so the business commands a top-dollar exit multiple instead of explaining itself through diligence.

What you end up with

  • Readiness diagnostic and valuation thesis
  • Contract, pricing and concentration work
  • Data room and diligence preparation
04

Founder Joy & Purpose

A business that serves the life

The commercial outcome aligned to your personal life strategy and financial freedom: what the money is actually for, what you want a week to look like, and which version of the exit you are optimising toward.

What you end up with

  • Clarity on the number that ends the chapter
  • A post-transaction role you actually want
  • Time back while the engine keeps running
Studio portrait of Paul D'Souza in a dark blazer over a sage shirt
Paul D'Souza
About Paul D’Souza

Fractional CRO, go-to-market strategist, founder advisor.

Paul sits in the operating seat rather than beside it — owning the forecast, the pipeline discipline and the sales organisation for a defined window, then handing back something that runs without him and without you.

The through-line across three decades of go-to-market work is the same: revenue is a system, not a personality. Build the system and the founder gets a choice back — keep running it, hand it over, or sell it at a number that reflects what was actually built.

“Business should support the purpose of your heart and bring you joy.”

Paul D’Souza

That is not a softer version of the commercial work — it is the point of it. See the 90-day accelerator for the structured version of the same discipline.

Ideal client criteria

Is This You?

Four conditions decide whether this work compounds or stalls. Meet all four and the engagement pays for itself inside the term.

Not a fit when

  • Pre-revenue or first-customer stage
  • Looking for a commission-only salesperson
  • Wants leads bought rather than a system built
  • B2B company generating $2M – $20M, with capacity up to $50M.

  • Founder planning an exit within 12 – 36 months, or stepping into a Chairman role.

  • Ready to replace manual sales effort with automated, repeatable systems.

  • Committed to building enterprise value while honouring personal life purpose.

Exit readiness calculator

What Would a Buyer Discount You For Today?

The same five dimensions diligence tests, scored in about a minute. It converts readiness into an EBITDA multiple and shows the dollar gap between what the business is worth now and what it is worth transferable.

Your numbers

Eight inputs, recalculated as you move them. Nothing is sent anywhere until you ask for the written report — move the sliders honestly and read what a buyer would read.

$6.50M
65%

Every point here is priced as key-man risk in diligence.

35%

Contracted revenue is the cheapest multiple expansion available.

22%

Above 30% a buyer holds money back against that renewal.

14%

The earnings the multiple actually applies to.

Exit readiness

50of 100

Transferable

Transferable — the engine runs, the discount is structural

What a buyer pays
Value today$4.67M5.1× EBITDA
Value exit-ready$5.90M6.5× EBITDA

Valuation gap

$1.23M

Recoverable at your current revenue and margin. This is the founder-dependency discount, not a growth forecast.

What diligence would find
  • On $6.50M of revenue at a 14% margin, This business earns about $910K of EBITDA. At today's readiness a buyer prices that near 5.1× — roughly $4.67M.
  • The same earnings, transferred cleanly, support about 6.5× — $5.90M. The $1.23M between those two numbers is not growth. It is the discount for founder dependency, and it is recoverable without selling a single extra dollar.
  • At 65% owner involvement the team can sell, but not without you in the room for the deals that matter. Buyers read that as key-man risk and hold back consideration in an earn-out.
  • A twelve to thirty-six month window is the sweet spot — long enough to rebuild the revenue engine and show a buyer two clean trading periods on the new numbers.
Score composition
  • Founder independence12/30

    65% of deals still run through you

  • Revenue predictability10/22

    35% contracted or recurring

  • Customer diversification13/18

    largest client is 22% of revenue

  • Systems & documentation8/18

    some process, inconsistently followed

  • Margin quality7/12

    14% EBITDA margin

Next best action

Book the Exit & Revenue Discovery Session — the engine works, and the remaining gap is structural: concentration, contracts and documentation.

Get this as a written read: the three findings that cost you the most multiple, and the order Paul would fix them in.

Multiples are directional benchmarks by revenue scale and readiness, not an appraisal or an offer. A real valuation depends on your market, your accounts and the buyer across the table.

Exit & valuation discovery session

Build a Business That Operates Without You—And Commands Maximum Value.

Let’s analyze your revenue engine, automation opportunities, and valuation upside in a 30-minute discovery call.

  • 01

    The discovery call

    Thirty minutes on your revenue engine, your automation gaps and your valuation position. You leave with a read whether or not we work together.

  • 02

    The diagnostic

    If there is a fit, a two-week teardown of pipeline, pricing, concentration and process — scored the way an acquirer would score it.

  • 03

    The engagement

    Fractional CRO leadership in the operating seat, typically two to four days a month across a six to twelve month term.

Book your session

Requests are read personally. Bring the revenue number, the constraint, and the outcome you need.

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