Anonymized real-world systems overhaul

The company was growing. The systems underneath it weren't.

Leadership saw churn. Rooted Rocket found six departments, seven operating views and disconnected systems producing different versions of reality.

  • Growing B2B software company
  • Four connected products
  • Six departments
Connected system map

Pick a state. Pick a function. Follow the connections.

Before: department islands, manual handoffs and conflicting definitions.

Visible symptomCHURNOne number, many causes
Read the connected map as text

Before: manual handoffs, weak signals and conflicting definitions.

Rooted Rocket: mapped work, defined ownership, rebuilt workflows and set KPIs.

After: lifecycle handoffs fed financial, product and executive evidence.

01 / Problem

Churn was the problem leadership could see.

The company sold four month-to-month software products that could stand alone or work together. New sales were growing quickly, but customers were failing to activate, stopping payment, or continuing to use the platform without paying.

Churn had become a visible risk in board and investor conversations. Leadership started the project to solve that problem. Sales, Customer Service, Finance, Marketing, Development, and executive leadership each held part of the same customer and revenue lifecycle. The initial evidence showed that churn was real, but it was being produced by failures across that full system.

Sales

Selling included an hour of post-sale administration.

One hour of repetitive post-sale setup required reps to duplicate data across HubSpot and Sheets, assign Customer Service, schedule meetings, create accounts, and rebuild context by hand.

Implementation

One missed welcome meeting could stop activation.

The process had no shared finish line. Arrows and Teachable added tools, but customers still failed to complete onboarding.

Customer Service

Activity, capacity, and customer health were largely invisible.

A missed meeting often produced one email. Proactive contact was rare, churn definitions were incomplete, and no NPS baseline existed.

Finance

Payment status and customer status did not agree.

First monthly billing was subjective, accounts receivable was high, and customers could remain active long after payment stopped.

Leadership

Departments reported different versions of the company.

Customer count, churn, forecast, onboarding, and revenue definitions could all differ depending on who prepared the report.

Growth

New revenue concealed the operating damage.

Sales growth was strong enough to make the company look healthy while churn, unpaid usage, weak handoffs, and unreliable reporting accumulated underneath it.

Why the project started

Leadership brought Rooted Rocket a churn problem. The project widened only after interviews, workflow walkthroughs, data review, and system tracing showed that the responsible boundary crossed the company.

02 / Discovery

The scope was defined after the evidence, not before it.

Rooted Rocket did not accept the first explanation as the complete problem. The work began with the CEO, expanded to every department leader, then moved closer to the people who performed the work every day.

The result was a phased project plan built around the actual operating boundary, with churn first and the shared data foundation ahead of downstream automation.

  1. Start with the CEO

    Document the visible concern, its business consequence, and why it could no longer remain unresolved.

  2. Bring every department leader together

    Compare how Sales, Customer Service, Finance, Development, Marketing, and leadership described the same customer lifecycle.

  3. Meet leaders individually

    Separate stated policy from how each function believed the process should work and where it was breaking.

  4. Watch frontline work

    Meet employees without management present, walk through real systems and workflows, and identify workarounds, omissions, and hidden ownership.

  5. Reset scope and sequence

    Build the detailed plan, prioritize the failures, sanitize the data first, and use specialists only where their expertise was needed.

03 / Findings

The investigation found one connected operating problem.

No single department caused the outcome. Each function had optimized its own work, language, and records, but the company had no reliable shared system carrying a customer from sale through activation, payment, retention, expansion, and reporting.

The shared record was not shared.

Departments created duplicate HubSpot fields and used different words for the same customer. Information entered by one team did not reliably reach another.

  • Customer and client could mean the same thing in separate fields.
  • Google Sheets repeated information already in HubSpot.
  • Manual re-entry created omissions and finger-pointing.

Sales performance could not be explained.

The company had no reliable funnel, activity standards, time-to-close rules, quotas, hiring triggers, or repeatable training.

  • Close dates were parked at month or quarter end.
  • The HubSpot forecast missed by roughly ±30%.
  • Gong recorded calls, but the company was not using the evidence.

Onboarding depended on memory and persistence.

Sales selected the account owner, found calendar space, booked the welcome call, built the customer account, and verbally transferred context.

  • Customer Service could decline or miss the first meeting.
  • A customer no-show often produced one email and no further action.
  • There was no common definition of onboarded.

Customer status ignored payment reality.

A customer could be counted as active and continue using the product after months without payment, as long as the customer had not explicitly canceled.

  • Accounts receivable grew.
  • Finance learned about churn late.
  • Revenue, churn, and customer counts did not reconcile.

The customer relationship ended after onboarding.

Many customers had little proactive contact for years. The first later outreach could be a Sales call asking them to buy another product.

  • Customers often wanted support or updated training first.
  • Expansion outreach lacked context.
  • Customer Service was not producing a consistent relationship signal.

Evidence stopped before the decision-maker.

Product requests stayed inside calls, self-service abandonment went cold, Marketing activity was difficult to connect to revenue, and leaders spent days reconciling reports.

  • Development lacked structured customer evidence.
  • Marketing and Sales plans were misaligned.
  • Executives could not defend the numbers quickly.
04 / Rebuild

Rooted Rocket rebuilt the company in the order the system required.

Repeatable rules were automated only after definitions, ownership, and exceptions were clear. AI was used where extracting context from conversations or external information added value. It was not placed in charge of standardized work.

Phase 01

Sanitize the shared customer record

Duplicate and contradictory HubSpot fields were reconciled. Customer and client definitions were standardized. Redundant Sheets were removed, and information was mapped so it only needed to be entered once.

This created the usable evidence required for every later change.

Phase 02

Make Sales measurable and coachable

Outbound attempts, answers, gatekeepers, decision-maker conversations, meetings, funnel movement, stage loss, deal age, and close time by company size became visible by team and by person.

Standards, stale-deal rules, hiring triggers, ramp expectations, and useful Gong coaching replaced unsupported targets and inflated pipeline.

Phase 03

Reconnect sale, setup, onboarding, and payment

A round-robin Calendly block replaced manual rep selection. Customer Service owned account setup in the proprietary platform, used the existing customer record, and completed a visible checklist before the welcome meeting.

Missed meetings triggered an automated email plus assigned call and email tasks during the times customers were most likely to answer. The first monthly payment was scheduled two weeks after signing.

Phase 04

Connect payment, churn, and access rules

Stripe, QuickBooks Online, HubSpot, and Customer Service follow-up were connected. Missed payment created owned outreach. Access paused after a defined delinquency period, and reactivation terms were explicit.

Arrows and Teachable were removed after the evidence showed that they were not solving the actual onboarding failure.

Phase 05

Build the customer relationship and expansion motion

Quarterly check-ins, product education, newsletters, engagement tracking, and NPS created an ongoing relationship. Rooted Rocket designed how NPS fit the system; the client’s Development team built and deployed the survey.

Interest in an unowned product created a HubSpot and Slack signal so Sales could reach out with context instead of making a cold expansion call.

Phase 06

Connect product, Marketing, Finance, and executive decisions

Gong summarized repeated customer and prospect requests for Development while leaving roadmap authority with people. Microsoft Clarity and Slack turned abandoned self-service purchases into timely Sales follow-up.

Marketing and Sales shared campaign timing, targets, MQL accountability, and conference economics. QBO anchored financial truth, while executive dashboards, daily recaps, and threshold alerts exposed exceptions without recreating every report.

The operating environment

These systems were present in the client environment. Arrows and Teachable were later removed after the underlying onboarding failure was corrected. Inclusion does not imply partnership or endorsement.

HubSpot logoHubSpot
Gong logoGong
Calendly logoCalendly
Slack logoSlack
Google Workspace logoGoogle Workspace
Stripe logoStripe
QuickBooks Online logoQuickBooks Online
BILL logoBILL
Plaid logoPlaid
Microsoft Clarity logoMicrosoft Clarity
Canva logoCanva
Arrows logoArrows, removed
Teachable logoTeachable, removed
Proprietary customer platform
05 / Transfer

The system had to work without Rooted Rocket.

Implementation was not finished when an automation ran once. The work was finished when the client’s team understood the process, owned the decisions, could see exceptions, and could operate the system without depending on Rooted Rocket.

Named ownership

Every important handoff, customer state, payment exception, metric, and escalation had a responsible owner and a visible acceptance condition.

Focused adoption

Weekly meetings included only the people needed for the current phase. Full recap emails replaced meetings held only to repeat information.

Management control

Individual, department, and executive views exposed the few exceptions requiring attention while preserving drill-down to the underlying work.

06 / Results

Fixing the system improved more than churn.

Retention, forecast reliability, conversion, expansion, acquisition, collections, capacity planning, and leadership confidence moved because the underlying corrections worked together. Existing-customer upsells produced approximately 35% of new ARR after the relationship and expansion motion were rebuilt.

85%+

Churn reduction

After onboarding, follow-up, payment, customer ownership, and risk visibility were corrected.

±3%

Forecast accuracy

Improved from roughly ±30% and held for at least 18 months.

2.5×

Sales close rate

Reached after Sales data, targeting, funnel standards, and coaching were rebuilt.

~35%

New ARR from upsells

Generated by existing customers after the relationship and expansion motion were rebuilt.

20–30%+

Monthly acquisition growth

New customer acquisition and ARR from new customers grew month over month.

60 → 10

Minutes after each sale

Approximate Sales post-sale administration fell after duplicate work and setup ownership were corrected.

50 → 120

Targeted calls per day

The team-wide average increased while calling better-fit decision-makers.

Minutes

Executive reporting

Custom reporting no longer required days of manual reconciliation, and accounts receivable significantly reduced.

The company gained a connected operating system.

Sales could sell without carrying onboarding. Implementation owned activation. Customer Service owned the relationship. Finance could reconcile customer and payment truth. Development received structured evidence without surrendering roadmap control. Marketing produced accountable signals. Leadership could see company health, exceptions, capacity, and future cost from the same underlying evidence.

This is one anonymized client result, not a guarantee of identical performance. The figures are reported outcomes from this engagement.

Sales / Before

Sales