Should I Keep Chasing Success or Finally Slow Down? 😅

Ever feel like you’re running a race with no finish line? That’s me, Jamie, sitting here in my late 50s, wondering if it’s time to coast or keep grinding. After years of building my own business in Chicago, I’ve paid off our home (now worth a cool $650k), stacked up a $1 million brokerage account, and tucked away plenty for retirement. Our family lives well on $50k a year—my partner’s income is just a bonus. But here’s the thing: work is starting to drain me. Some mornings, I dream of long walks by the lake and afternoons with a good book. Other days, guilt creeps in—shouldn’t I be hustling harder until I hit 60? The pressure to keep going is real, but so is the urge to finally breathe. Have you ever felt this tug-of-war? What would you do if you were in my shoes? I’d love to hear your advice, because honestly, I’m torn. 🤔 #CareerCrossroads #RetirementDebate #WorkLifeBalance #JobCareer