Struggle Huddle #6: Collin Mayjack

23/10/2025 45 min Episodio 6
Struggle Huddle #6: Collin Mayjack

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Episode Synopsis

Former pastor turned founding product marketer, Collin Mayjack, the founding product marketer at Sybill, joins me to unpack the messy middle of reinvention: grieving a life-long calling, rebuilding identity, and finding purpose across multiple “buckets” instead of one all-consuming job. Collin also shares how he broke into PMM, why he prefers scrappy founding roles over big-company “persuasion tours,” and the first-30-days playbook he actually uses (ship something fast, earn trust, then formalize the charter). We also get spicy on transparent pricing, creative ownership, and holding healthy boundaries when startup pace meets family life.