EPISODE · Apr 1, 2026 · 26 MIN
Stop Chasing Invoices: Zero-Touch Dunning with Stripe Smart Retries
from Headcount Zero · host Jordan
Solo operators lose thousands in recoverable revenue to failed payments they never chase. This episode shows you how to build a zero-touch dunning system using Stripe Smart Retries plus Make/Zapier webhooks that automatically recovers failed payments while you focus on delivery. Jordan walks through the exact Dashboard configuration (8 attempts over 2 weeks), webhook orchestration for customer emails and Slack alerts, Notion tracking, and Test Clock validation. Includes ACH Direct Debit handling, idempotency patterns, and the client proof dashboard that turns invisible automation into visible value. The complete system takes 90 minutes to build and runs forever—no manual follow-ups, no awkward conversations, just recovered revenue hitting your account automatically.
What this episode covers
Solo operators lose thousands in recoverable revenue to failed payments they never chase. This episode shows you how to build a zero-touch dunning system using Stripe Smart Retries plus Make/Zapier webhooks that automatically recovers failed payments while you focus on delivery. Jordan walks through the exact Dashboard configuration (8 attempts over 2 weeks), webhook orchestration for customer emails and Slack alerts, Notion tracking, and Test Clock validation. Includes ACH Direct Debit handling, idempotency patterns, and the client proof dashboard that turns invisible automation into visible value. The complete system takes 90 minutes to build and runs forever—no manual follow-ups, no awkward conversations, just recovered revenue hitting your account automatically.
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Stop Chasing Invoices: Zero-Touch Dunning with Stripe Smart Retries
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