At $1M to $20M ARR, revenue still runs through you, forecasts are guesses, and new customers leave before they expand. As your fractional CRO, I own the number from first call to renewal and install The Revenue-to-Retention System™ so growth accelerates and stops depending on you.
Every client lost in that window is revenue you never keep and acquisition spend you never earn back. Enter your monthly new clients, contract value, acquisition cost and early churn rate to see what it costs you each year.
Net of about two months' revenue collected before churn.
Assumes steady monthly client volume, ACV, CAC and early churn rate over 12 months. ARR lost reflects the annual contract value of clients who leave within their first 90 days.
Plug the $1,080,000 LeakYour inputs carry over, so you don't retype anything.
If the product works and demand exists, the next constraint is usually not effort. It is the system.
When each function is optimized in isolation, revenue leaks in the handoffs. The founder gets pulled back into deals. Onboarding takes too long. Customer success reacts instead of directing expansion and retention.
The founder can still close. But early sales reps cannot reliably reproduce the discovery, qualification, objection handling, and close pattern. Conversion becomes inconsistent, forecast confidence falls, and executive rescue becomes routine.
Sales promises, implementation milestones, product adoption, and customer-success ownership are not designed as one journey. Time to value slows, early risk rises, and the account reaches expansion later than it should.
The product has add-ons, premium tiers, or embedded payments customers would pay for, but nobody owns selling them after the first contract. Sales moves on at close, customer success is measured on retention, and expansion only happens when a customer asks for it.
Renewal risk shows up when the customer asks to cancel. Account health, adoption gaps, and renewal timing are visible in the data, but nobody owns acting on them before it's too late.
Companies add sales, customer success, marketing, and RevOps capacity before defining shared metrics, stage ownership, decision rights, and management rhythms. Activity rises without proportional revenue output.
This is not a sales playbook in isolation. It is a practical commercial operating system that connects the moments where revenue is won, activated, monetized, expanded, and retained.
One lifecycle. Shared ownership. Visible revenue signals.
Here's what the system itself is built from.
Define the ICP, core offer, discovery standard, sales-stage exit criteria, and weekly forecast cadence so the team can reproduce what the founder does well.
Map the closed-won-to-live journey, set activation milestones, assign clear ownership, and remove the friction that delays customer value.
Package add-ons, upgrade paths, and embedded payments where you offer them, then build them into the demo, onboarding, and customer success motions with one team owning expansion revenue. Track attach rate by segment and run plays triggered by customer usage signals.
Spot at-risk accounts early through account health, adoption gaps, and renewal timing, then run defined saves with a clear owner and a weekly review.
Before
Separate teams. Manual heroics. Slow activation. Reactive churn response. Limited visibility across the customer lifecycle.
After
Shared lifecycle ownership. Visible revenue signals. Repeatable commercial motions. Faster activation. Planned expansion and retention.
The Revenue-to-Retention System™ connects the functions that are usually managed separately, so revenue performance becomes visible, repeatable, and easier to improve.
Results from in-house executive roles, where I owned the number, the team and the outcome.
Fresha
General Manager, Commercial Strategy and Revenue
Scaled North American P&L from $750K to $30M+ over three years.
MyStudio
Chief Revenue Officer, 10-Month Engagement
Rebuilt account management from reactive support into a proactive revenue engine.
"Taylor brought the structure and commercial discipline needed to strengthen our revenue operation. His ability to translate go-to-market activity into practical financial and operating decisions made him an especially effective partner to the executive team."
CFO, MyStudio
Choose the engagement model that fits where you are right now. Both are designed to install a durable commercial operating system, the difference is depth and duration.
AUDITING & INSTALL
90 Days
$25,000
Diagnose, redesign, instrument, and launch the core revenue operating system, spanning acquisition, monetization, onboarding, expansion, and retention. A focused, time-bound engagement for founders who need commercial clarity, clear ownership, and the infrastructure to execute fast.
ONGOING
6-24 Months
Project-based, scoped after the 90-Day Install
Embed the operating cadence, compound expansion and activation improvements, and drive continuous expansion and retention gains over time. Built for founders ready to build a durable revenue engine.
Thirteen years inside commercial organizations taught me the same lesson five different ways: growth does not stall because people stop trying. It stalls because acquisition, onboarding, customer success, expansion, and retention get built and measured as separate departments, each optimizing for its own number instead of the customer's path through all of them.
I saw it most clearly at Fresha, where I led commercial strategy and revenue for North America. I scaled the regional P&L from $750K to more than $30M and built a 60-person commercial organization across the United States and Canada, not by adding headcount faster than the last function, but by connecting the handoffs between them. Most recently, as Chief Revenue Officer at MyStudio, I rebuilt account management from reactive support into a proactive revenue engine.
The work is never one fix. It is the operating system underneath: shared metrics, clear ownership, a cadence the team actually runs. That is what I build now, inside companies that already have the product and the demand, and need the commercial system to catch up.
Taylor Wong
FRACTIONAL CRO FOR VERTICAL SAAS
REVENUE LIFECYCLE ARCHITECT
The strongest revenue organizations do not depend on heroic effort. They make the right work visible, owned, and repeatable.
In 20 minutes, we can determine whether the system is the right fit for your business.