Automating $180k/mo in Recurring Retainer Billing and SLA Tracking on Autopilot

Consolidated recurring retainer agreements, card-on-file automated billing, and deliverable milestones into a unified agency OS.

Client: Acuity Media NetworkIndustry: B2B Demand Gen & SEO Agency David Sterling

Leader: David Sterling (Agency Principal)

$180k/mo

Autopilot Billing

Zero-touch retainer capture

0 Invoices

Overdue Invoices

100% on-time automated billing

+310%

Avg Retainer Value

Scaled from $3.5k to $12k/mo

100%

SLA Compliance

Zero unbilled scope creep

Automating $180k/mo in Recurring Retainer Billing and SLA Tracking on Autopilot

Verified Commercial AuditAcuity Media Network • Case Study #4

Executive At-A-Glance Brief

Primary Constraint

Managing recurring invoices manually resulted in 18% delayed payments, severe cash flow friction, and rampant scope creep across high-ticket B2B retainers.

Engine Solution

Integrated Digivigee's automated billing engine with Stripe Connect, locking retainer renewals to verified deliverable milestones and automated invoice capture.

Measured Outcome

Zero overdue invoices across 9 consecutive months, with average client retainer value expanding from $3,500 to $12,000/month.

Phase 01: The Operational Bottleneck

Pre-DigiVigee Legacy State

Operational Friction & Scalability Ceilings

Managing recurring invoices manually resulted in 18% delayed payments, severe cash flow friction, and rampant scope creep across high-ticket B2B retainers.

Critical Vulnerabilities Identified:

✕18% of invoices delayed by 30+ days, creating severe working capital strain

✕Manual contract generation, invoice drafting, and awkward payment follow-up emails

✕Uncontrolled scope creep with account managers doing unbilled out-of-scope work

✕Retainer contracts averaging just $3,500/month with high churn risk

Phase 02: System Blueprint & Strategy

Architecture Mapping

DigiVigee Engine Architecture Deployed

Integrated Digivigee's automated billing engine with Stripe Connect, locking retainer renewals to verified deliverable milestones and automated invoice capture.

Platform Delivery Engines Installed:

Automated Retainer Contracts Stripe Connect Billing SLA Guardrails

Phase 03: Rapid Onboarding & Integration

48-Hour SLA Execution

Execution Protocol & Workflow Calibration

Automated recurring payment collection on the 1st of every month, paired with automated scope overage warnings that alert account managers before unbilled work begins.

Integration Milestones Achieved:

Day 1: Connected agency Stripe Connect account with automated billing rules

Day 2: Migrated existing retainer agreements into milestone-backed SLA contracts

Day 3: Enabled card-on-file automated charging for all 24 active B2B clients

Month 1: Reached $180k/mo in zero-touch autopilot billing with 0 overdue accounts

Phase 04: Audited Retainer Telemetry

100% Commercial Telemetry Verified

Compounding Retention & Revenue Expansion

Zero overdue invoices across 9 consecutive months, with average client retainer value expanding from $3,500 to $12,000/month.

Operational Superpowers Unlocked:

Automated card-on-file retainer collection on the 1st of every month via Stripe Connect

Automated deliverable milestone guardrails that prevent unbilled scope creep

Zero overdue invoices across 9 consecutive months with 100% predictable cash flow

Average retainer value expanded by 310%, growing from $3,500 to $12,000/month

5.0 / 5.0 Verified Retainer Rating

“Delayed invoice payments nearly crippled our cash flow. Digivigee automated our entire $180k monthly retainer billing on Stripe Connect, and we haven't had a single overdue invoice in 9 months.”

David Sterling

Agency Principal • Acuity Media Network

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