#409 Jacob Donahue & Trip Ison: Building a Life You Don’t Want to Escape From
Trip Ison is the Host of the Ain’t Dead Yet podcast, Trip is a deeply reflective and purpose-driven leader. Known for his raw honesty, physical intensity, and commitment to service, he speaks directly to men navigating internal battles, offering a blueprint for rebuilding through consistency, discipline, and community.
Jacob Donahue is the Founder of Muse and a high-performing operator, Jacob represents what it looks like to live with quiet discipline. He’s built a life around intentionality, simplicity, and constant personal refinement, often leading by example in community, faith, and physical pursuit.
In this powerful roundtable, Harry sits down with Trip and Jacob—two high-integrity men redefining masculinity through purpose, self-discipline, and pain-forged wisdom. The conversation cuts deep on topics like self-love, sobriety, modern dating, and mental health, offering a refreshing and unfiltered take on what it means to show up fully in life. If you're a man in transition, building something bigger than yourself, or battling inner darkness—this one's for you.
What we cover:
- Building self-love through boundaries
- The power of consistency
- Crafting a meaningful daily routine
- Dating vs. idolizing a relationship
Timestamps:
(00:00) Intro: Meet Trip and Jacob
(01:30) Responsibility reveals who you really are
(03:45) Stewarding your current gifts before receiving more
(06:30) Learning self-love through boundaries
(10:00) Why men in their 20s shouldn’t date
(14:30) Real relationships come from aligned environments
(20:00) Daily routines that build discipline
(29:00) Who they’re speaking to with Muse and Ain’t Dead Yet
(40:45) Mental health, suicidal thoughts, and pushing through
(47:00) “Just keep going”—the mindset that saves lives
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