Grief & Pizza

← Grief & Pizza5 Mar 2025 · 1 h 09 min

Navigating the Product Journey with Andrew Askins

Navigating the Product Journey with Andrew Askins5 Mar 20251 h 09 min

In this episode, we're talking to founder Andrew Askins about his experience growing an agency, getting acqui-hired, and then getting fired. We talk about company culture, the unique challenges of being a founder, and what it's like to bootstrap a software business.

Links

AndrewAskins.comMetaMonster.aiTakeaways

Selling a business creates unexpected emotional challenges, particularly around maintaining team culture and transparency during transitionThe shift from founder to employee requires significant identity adjustment and emotional processingMindfulness practices and somatic therapy provide practical tools for managing entrepreneurial stress and anxietySuccessful entrepreneurship requires balancing optimistic vision with realistic anxiety managementStrong partnerships can provide essential emotional and strategic balance in business leadershipTeaching and public speaking effectiveness comes from authentic storytelling rather than technical perfectionFear of judgment often blocks creative potential more than actual skill limitationsBuilding genuine community and psychological safety unlocks both team and individual growthCreators & Guests

Marie Poulin - Host

Benjamin Borowski - Host

Andrew Askins - Guest