Success can Cost you Everything you Love, but Nobody Warns You

When did we start believing that the pursuit of success, especially for Afro/Indo Caribbeans and racialized entrepreneurs, must come with a side order of isolation, fractured relationships, and emotional whiplash? Beneath every award ceremony highlight and every glowing LinkedIn update, sits a quieter truth: the cost of building a dream may be the gradual unraveling of bonds that once held you together.

Ask any founder, and they’ll admit it; the grind takes more than sweat equity. It demands late nights, early mornings, and the willingness to sacrifice time with loved ones for something invisible: a better future, freedom, legacy. As the excerpts reveal, it isn’t winning that fractures relationships, it’s the chase itself. “Even the most understanding and patient partner can’t hide the fact that early mornings, late nights, and every spare moment spent building your dreams don’t exactly drive connection and cohesion in a relationship.”

Psychologists argue that our “reflective brain” (the neocortex) rationalizes the trade-offs, justifying distance and distraction in the name of progress. Meanwhile, our “intuitive brain” (the limbic system) registers every skipped dinner, every missed birthday, every quiet drift from intimacy as a loss to be mourned. Your primitive instincts feel the threat. “The harder you work for freedom, the less of it you actually have.”

What happens when your relationship feels more like a business venture? I spoke to one of my community elders, and they describe an epiphany: “Just like a company, we created a vision. We recognized that a relationship can also be designed like a business, and if life gets too busy, we can create values, processes, and commitments to make sure we’re continuing to build our lives together.”
This strategic pivot is radical. Instead of letting burnout dictate intimacy, it proposes structure and community responsibility, but the emotional labour is immense. It asks the reflective brain to engineer love like a startup, closing the empathy gap with intentionality and frequent, vulnerable recalibration.

Success can also corrode the friendships that once felt effortless. Another young entrepreneur spoke to me about this, “It’s tempting to call it jealousy or FOMO, but that’s too simple… the gap between us turned into tension. A friendship that had once felt effortless started to feel heavy. Partly because they couldn’t relate anymore, and partly because I was consumed by what I was building. Both things can be true.”

These open loops invite self-doubt, stirring both the neocortex (reflecting, rationalizing) and the limbic system (aching for belonging). The reward is variable: sometimes validation, sometimes solitude.

Women, especially those who straddle entrepreneurship and motherhood, face a unique double bind. “Ambition and independence, while strengths in business, often strained intimacy,” a business partner relayed to me. “At first, my boyfriend found my independence magnetic, but over time it became a source of tension. One day he said to me, ‘You don’t need me.’”

This moment encapsulates how drive is often misconstrued as emotional distance, and reinvention as instability. Yet, as the narrative unfolds, independence becomes both shield and sword, a survival strategy when the stakes are personal and cultural.

Success stories rarely show the whole picture. Before chasing the next milestone, ask yourself: What relationships am I willing to risk? What boundaries do I need to fortify?
If you’re building something powerful, stop. Breathe, and ask those around you what “togetherness” looks like in their future vision. Flip the script. Make space for questions that never get asked aloud.

Community begins with transparency; healing starts with honest reflection. Carve out the time. Switch off the phone. Choose connection. The work never ends, but the moments with people do.