Episode 4 — The Two Voices, Five Years of Trust, and Having the Courage to Forge Your Own Way with HamptonIn this vulnerable and insightful conversation, Yenson sits down with Hampton, a third-generation family office member on his own quest for legitimacy. Hampton shares five years of earning trust while creating his own role—choosing crypto to "prove himself faster" while confronting the anxiety of tying self-worth to financial returns. He opens up about the transformation of his volatile relationship with his father (from heated arguments to mutual respect), and his "aha moment" realizing he'd been managing moneywhile neglecting the people.Most powerfully, Hampton reveals the two voices that shape him: his mother's expectation to "contribute to society, don't waste your resources," and his wife's fear that the family business would control rather than help him flourish. Whether you're navigating family expectations, wanting to make loved ones proud, or searching for your own version of legitimacy, this is a grounded, emotionally honest conversation about having the courage to be disliked and choosing your own path—even within inherited expectations. Chapters00:00 – 01:45 Intro & Episode OverviewYenson introduces Hampton and the themes of family legacy, trust-building, and purposebeyond financial returns.01:46 – 07:49 Creative Introduction & The Values ExerciseHampton describes himself through places he'd be found. He shares a values cardexercise with his father revealing generational differences in defining "integrity."07:50 – 14:27 The Five-Year Journey: Creating Your Own RoleReturning without a defined position, choosing crypto to "prove himself faster," and confronting anxiety about self-worth tied to financial returns.14:28 – 23:54 Becoming a Better InvestorBuilding social capital, learning what's repeatable versus lucky, and why his family focuses on lessons learned rather than just returns.23:55 – 31:07 The Two Voices: Mother & WifeHis mother's expectation for societal contribution and his wife's initialresistance, fearing he'd be controlled rather than flourish.31:08 – 38:38 Foundation Work & Self-Evident ImpactWhy the family foundation funds "unsexy" projects like nail-cutting servicesthat deliver immediate, visible relief to Hong Kong's elderly.38:39 – 44:05 The Fifth Playbook: Managing Human CapitalThe pivotal conference moment realizing governance and managing people matters asmuch as managing money.44:06 – 48:24 Transformation with Father: From Arguments to RespectEvolving from heated arguments rooted in insecurity to valuing relationship over beingright.48:25 – 54:13 Faith, Marriage & Unconditional LoveHow shared Christian faith grounds his marriage and his hope his mother will oneday share their faith: "connection comes before correction."54:14 – 57:53 The Quest for Legitimacy & Advice for Next-GensHaving courage to be disliked, hosting events for 20+ next-gens focused on equippingpeople, not just chasing returns.57:54 – End (~58:47) Closing Reflection & OutroYenson's thanks and final reminder: be kind to yourself—we're all ordinary but unique. Keywordsfamily office, third generation, legacy, trust, crypto investing, family business, faith, Christian marriage, mother-son relationship, father-son dynamics, human capital, governance, philanthropy, Hong Kong, next-gen, legitimacy, unconditional love, respect, values, impact investing, self-worth Follow Yenson:Instagram -  https://www.instagram.com/yensonshe/Substack -  https://ordinarybutunique.substack.com/Let's chat!  https://calendly.com/yenson-obu/30minMusic from #Uppbeat:  https://uppbeat.io/t/color-parade/eastward

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