Santiago (caller)
Caller and bootstrapped software founder from Miami who describes running a subscription app with 180 users and asks for advice on investing $2,000 between retention and acquisition.
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Nov 22, 2025 • 5min
Ep. 3248 - Q&A: “Should I spend $2,000 on retention or acquisition?”
Santiago, a bootstrapped software founder from Miami, grapples with a $2,000 dilemma for his subscription app with 180 users. Should he spend it on retention strategies to reduce cancellations or chase new sign-ups? Chris advises prioritizing the churn rate first, highlighting the importance of fixing leaks before investing. If churn is low, acquisition could be the way to grow revenue. The discussion emphasizes focusing on existing customers while keeping an eye on scaling when metrics are favorable.
