Billings and Collections: Optimizing Cash Flow from Sales

Revenue on the P&L doesn't pay bills. Cash does. Understanding the gap between revenue recognition and cash collection is critical for growing companies.

Last Updated: January 2026|9 min read

Growing companies often face a paradox: strong revenue growth can actually reduce cash if collections lag. Every day between billing and collection is a day your cash is working for someone else. Understanding this distinction between ARR, bookings, and revenue is essential to revenue operations.

The Cash Gap

A company with $10M ARR and 60 DSO has ~$1.6M tied up in receivables. Reducing DSO to 45 days frees up $400K. That's real money that could fund growth.

Billings vs. Revenue

Billings is when you invoice. Revenue is when you recognize (per accounting rules). Cash is when you collect. All three can differ significantly.

Billing Models

Annual Upfront

Bill entire year at contract start. Best cash flow, but requires customer willingness. Often incentivized with discount (10-15% off monthly).

Quarterly in Advance

Bill 3 months at start of each quarter. Middle ground between cash flow and customer flexibility.

Monthly in Advance

Bill each month at the start. Most flexible for customers, worst for your cash flow. Common for SMB/self-serve.

Monthly in Arrears

Bill after service delivered. Worst cash flow scenario. Sometimes required for usage-based pricing.

DSO Management

Days Sales Outstanding (DSO) measures how long it takes to collect after invoicing.

DSO = (Accounts Receivable ÷ Revenue) × Days in Period

DSO Benchmarks

Business TypeTypical DSOBest-in-Class
SaaS (SMB focus)30-45 days<20 days (credit card)
SaaS (Enterprise)45-60 days30-40 days
Professional Services50-70 days40-50 days

DSO Warning Signs

Rising DSO often indicates problems: customer dissatisfaction, billing errors, or weakening customer credit. Monitor DSO trends monthly, not just absolute numbers. This directly impacts your sales forecasting accuracy.

Collection Strategies

Improving Cash Collection

Offer annual billing discounts: 10-15% off for paying upfront
Require credit card for SMB: Immediate collection, no AR
Invoice immediately: Don't wait to send invoices
Follow up proactively: Don't wait until past due
Involve sales for large AR: Customer relationships matter

Collection Escalation Process

Days Past DueAction
Due dateAutomated payment reminder
7 daysFollow-up email with statement
15 daysPhone call from AR
30 daysInvolve account manager/sales
45+ daysExecutive escalation, payment plan discussion

Need Help With Cash Flow?

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