Creating the Future
Day 24
A rejection letter is one committee's bet, not a verdict.
Day 24 — Reflection

Deferred Dreams

Three Y Combinator applications, three rejections, and the question underneath: what if happiness isn't something to defer?

Today I found myself thinking about deferred happiness — the entrepreneur's standing arrangement with the future, where fulfillment waits just past the next milestone and every late night gets paid back then. I know the arrangement well. I'm starting to question the terms.

My career has its own shelf of deferred dreams. Three times I've applied to Y Combinator with an app idea I still believe in — Styleboard, a mobile interface for browsing clothing and style in a better, more engaging way. Three rejections. The high-profile incubators, I've come to understand, are betting on ventures with product-market fit already proven, or on young college grads with breakthrough tech. A designer two decades in, bootstrapping a consumer idea, is neither.

So, bootstrapping it is — the same arithmetic behind yesterday's one-month accounting. This week that meant turning off Google Ads, which were costing more than they returned, and moving the effort to social media — a space I'm still learning through a course and a lot of trial. Progress is incremental. Some days I wonder if I'm on the right path.

Which is where the question keeps arriving: what if happiness isn't something I have to defer? I already wake up and do work I love. The inspiration and the satisfaction are in the days themselves, not waiting at the end of them like a payout. External validation would be lovely — everyone wants the work to be seen. A rejection letter is one committee's bet, not a verdict. I'm learning to issue my own.

There are still dreams on the shelf, and they're staying there; I'm not done with them. But the deferral was never the part I agreed to. The part I can actually hold is the day I'm in.

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Written by
catherine hubert

Founder of IsLoved, writing the 0-to-1 road in public — one day at a time, from a small studio in Seattle.

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