Revenue Audits · B2B Software & Infrastructure · $3M–$30M ARR

Your pipeline says you'll make the year.
Your gut says otherwise.

Your gut is usually right. I spent 20 years inside enterprise sales organizations finding out which deals were real — and turning that into money. Now I do it for companies that can't see inside their own pipeline. Fixed scope. Fixed price. Three weeks.

624% attainment
Top annual quota performance at Red Hat, closing $400K–$12.6M enterprise deals. President's Club.
+$10M bookings
Incremental bookings from deal inspection and structured install-base outreach on a $135M segment at HPE.
3 → 100+ engineers
Built the pre-sales organization that scaled SimpliVity from $10M to $180M — on the way to a $1B exit.
The Problem

The forecast isn't a math problem. It's a truth problem.

Across the largest benchmark datasets in B2B sales, the same pattern shows up everywhere: pipelines full of deals that were never real, technical teams burned on demos that shouldn't have been booked, and boards finding out last.

~20%
Average B2B win rate — 4 of every 5 worked deals are lost.
Ebsta × Pavilion, 4.2M opportunities
57%
of SaaS reps missed quota in a single recent quarter.
QuotaPath / RepVue Cloud Index
35%
of technical demos go to unqualified or underqualified deals.
Consensus, State of Sales Engineering
$1.63
spent in sales & marketing for every $1 of new-logo ARR — while the install base goes unharvested.
Aleph × Benchmarkit, 342 companies

Industry benchmark data, 2024–2026. Your numbers may be better. The audit will tell you.

The Audits

Two ways revenue leaks. One three-week audit for each.

Both are fixed-scope and fixed-price. No discovery-call theater, no open-ended retainer you didn't ask for. You get findings you can defend to a board — and a decision-ready plan.

For the forecast you can't trust

Pipeline Truth Audit

For the CEO or CRO whose committed number keeps slipping quarter to quarter.
  • Teardown of your top 20 deals against MEDDICC — which are real, which are fiction, and why
  • A re-baselined forecast you can stand behind in your next board meeting
  • Stage-exit criteria installed in your CRM so fiction can't re-enter the pipeline
  • Demo & POC calendar review — how much technical selling capacity is going to dead deals
  • A 90-minute working session with your sales leadership to hand off the system
$9,500
Fixed price · 3 weeks · Remote
Book the Pipeline Truth Audit
For the revenue hiding in plain sight

Install-Base Revenue Audit

For the CEO or CFO watching acquisition costs climb while existing customers quietly churn.
  • Whitespace map of your customer base — who should be buying more, and what
  • Renewal-risk scoring across your book, so churn stops arriving as a surprise
  • A structured expansion-outreach playbook — the same motion that produced +40% install-base retention on a $135M segment
  • Expansion targets sized and prioritized by revenue impact and effort
  • A 90-minute working session with your CS and sales leads to hand off the motion
$9,500
Fixed price · 3 weeks · Remote
Book the Install-Base Audit
How It Works

Three weeks. No theater.

Week One — Evidence

I read everything before I opine on anything.

CRM export, forecast history, call notes, demo calendar, customer list. Short interviews with your sellers and technical team. I form views from your data, not from a template.

Week Two — Inspection

Deal by deal. Account by account.

Each deal or account gets scored against criteria that 20 years of enterprise closing taught me to trust. You see the working file — nothing happens behind a curtain.

Week Three — The Reckoning

Findings, forecast, and the system to keep it honest.

A written findings memo, the re-baselined numbers, the installed process — and a working session with your team so the discipline survives after I leave.

Fit

This works best when it's the right room.

Built for you if…

  • You run a B2B software or infrastructure company between roughly $3M and $30M ARR
  • You have 5–25 sellers and deals keep slipping quarter to quarter
  • Your board deck number and your reps' commits are two different numbers
  • New logos are getting more expensive while your customer base sits under-worked
  • You want a verdict and a system, not a 40-page strategy deck

Not for you if…

  • You're pre-revenue or founder-led with fewer than ~5 sellers — you don't need an audit yet, you need at-bats
  • You want someone to tell you the pipeline is fine
  • You're looking for outsourced SDRs or lead generation — that's a different purchase
  • Nobody with authority will act on the findings
About

I've sat in every seat at the deal table.

Seller, sales engineer, pre-sales leader, sales leader. Twenty years across Red Hat, HPE, SimpliVity, Microsoft, and venture-backed startups — carrying quota, building the technical organizations behind quota, and inspecting the pipelines that quota lives or dies on.

The pattern I saw everywhere: companies don't miss their number because sellers are lazy. They miss because nobody with experience and no political stake ever asks each deal the hard questions — who signs, what happens if they do nothing, why now, who's against us — and writes down the honest answers.

That's the entire service. I ask the questions your team can't ask itself, score what I find, and leave behind the system that keeps asking after I'm gone.

Outside of client work, my wife and I run an independent bookstore in Kansas that reached profitability in its first three months and grew 80% year over year — because operator discipline works at every scale, from a $12.6M enterprise deal to a Tuesday afternoon at the register.

The Receipts

  • 624% / 303% / 235% annual quota attainment, Red Hat
  • President's Club & Top Gun award winner
  • $400K–$12.6M enterprise deal range closed
  • +$10M incremental bookings via deal inspection, HPE
  • +40% install-base retention from structured outreach
  • 3 → 100+ pre-sales engineers hired & led through $1B exit
  • $10M → $180M revenue scale supported, SimpliVity
  • 20+ years in data, infrastructure & SaaS

Your next board meeting is already on the calendar.

Email me the situation in three sentences. I'll tell you within one business day whether an audit will pay for itself — and if it won't, I'll say so.

Email Damien — damien.bowersock@outlook.com