Ambition Without Compromise

31 | When Will It Ever Be Enough?


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In this episode, I'm tackling a question that is rattling around the corridors of the minds of us highest achievers: "When will it ever be enough?" It's a relentless echo that reverberates in the silence left by our latest triumphs, a whisper that lingers even as we scale the peaks of what I’m calling “Money Mountain” with the weight of the world on our shoulders.

For those who've pushed themselves to the brink, who've crafted empires with their bare hands and sheer will, this episode is a soul-stirring examination of the unsustainable pace of success and the personal toll it exacts. We're pulling back the veil on the harsh truths behind burnout, the undercurrents of systemic pressures, and the personalization of collective dysfunctions that lead us to question our worth, our work, and our way forward.


Join me as we explore the deeper questions that should be guiding our pursuit of fulfillment. We'll navigate through the false narratives of entrepreneurship, the courage to be beginners in the public eye, and the vulnerability required to ask for what we truly want. Tune in and transform the way you approach your goals and your life.


MENTIONED

13 | Re-Mothering Ourselves

03 | What Are You Playing For? (CEO Series)


GEMS DROPPED

“In ​this ​quest ​to ​say, ​’Am ​I ​doing ​enough? ​​Is ​it ​enough? ​Have ​I ​ascertained ​enough? ​Have ​I ​done ​enough? ​Have ​I ​created ​enough?’ ​We're ​really ​searching ​for, ​’Will ​I ​ever ​be ​enough?’ That's ​the ​real ​question ​that ​runs ​beneath ​all ​of ​this, ​is, ​will ​I ​ever ​be ​enough?”


“We're ​asking ​ourselves ​at ​the ​end ​of ​the ​day, ​why ​am ​I ​not ​enough? ​Why ​am ​I ​not ​rising ​to ​the ​occasion? ​Why ​is ​this ​wearing ​me ​out? ​Why ​am ​I ​having ​these ​emotional ​reactions ​and ​responses? ​Why ​am ​I ​being ​a ​fucking ​human ​being? ​We're ​punishing ​ourselves ​for ​our ​basic ​needs, ​and ​it's ​wrong. ​​It ​is ​wrong. ​It ​is ​misguided. ​It ​is ​misdirected. ​So ​I ​want ​you ​to ​turn ​that ​energy ​into ​some ​better ​questions. I ​think a ​better ​question is ​’Am ​I ​fulfilled, ​well, and whole?’“


“That ​moment ​where ​the ​decision ​is ​available ​to ​you, ​it ​can ​feel ​like ​you ​don't ​have ​a ​choice. ​And ​we ​always ​have ​a ​choice. ​We ​always ​have ​a ​choice.”


“At ​a ​certain ​point, ​money ​no ​longer ​delivers. ​There's ​no ​return ​on ​that ​investment emotionally. Once ​you ​get ​past ​a ​certain ​level ​it ​caps ​out ​and ​you're ​not ​going ​to ​get ​any ​more ​enjoyment, ​fulfillment, ​happiness, ​even ​delight. ​All ​of ​that ​just ​falls ​flat. ​And ​so, ​well, ​what ​are ​you ​even ​playing ​for? “


“There ​really ​is ​no ​enoughness that's ​going ​to ​truly ​satisfy ​you…the ​feeling ​that ​you're ​actually ​seeking ​to ​​meet, ​which ​is ​fulfillment. ​If ​fulfillment ​is ​what's ​lacking, ​​none ​of ​this ​other ​stuff ​even ​matters. ​And ​I ​think ​that ​that's ​what ​we ​end ​up ​getting ​ourselves ​to ​when ​we ​first ​start ​asking ​this ​question. ​What's ​enough? ​You're ​enough. ​What ​do ​you ​want? ​Who ​do ​you ​want ​to ​be? ​Who ​you ​desire ​to ​be? ​Start ​there.”



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Ambition Without CompromiseBy Monique R. Shields