I regret that a few years ago when I left Stripe, I started a writing practice, it was going really well and gaining momentum, but then I let my fears get the best of me, tore it all down and went down the safe path: I started a crypto company for which I rather easily raised millions. Yeah, that didn’t work. I had a sense of what I wanted to do with my life but I put myself on the deferred life plan; figured I’ll quickly make some bajillions and then get to what I really want to do. It turns out the gurus were right, the deferred life plan does not work.
But I can live with that, because the detour taught me countless life lessons I would’ve had to learn sooner or later. It gave me a lot to ponder when I did eventually take that one way ticket to Bali.
I regret the imperfect trades; times I sold stock simply out of fear and scarcity, when I didn’t need the cash at all. Now that I’m out of poverty mindset, I wish I could buy back at that price. Like many people, I regret not putting all my savings on Nvidia a year ago.
But I can live with this. Now I have enough to feel safe, take risks and experiment, but I’m still motivated to work in the long term. Maybe if I had made all the “right” trades and become a bajillionaire, I wouldn’t be pursuing my dreams the way I am. I could be like my friend N who, having inherited some $100MM+ in cold, hard, cash, is pushing 40 now, still talking about all the things he’d like to do, but stuck, confused, unsure how to move forward. I’m a decade younger than him, and I’ve done everything he talks wistfully about.
I regret every time I allowed the wrong person into my life; friends, dates, coworkers. Then again, I regret being the wrong person myself, so disconnected from myself and my own intuition.
But I know that every wrong person was a stepping stone to me, today, the right person, and I’m so glad I made my way home to her.
I regret getting caught up in the American way of life, forgetting how wonderful it is to be a Pakistani woman. I worked in Silicon Valley and all but gave up my feminine side to fit in with guys who in the end, I don’t even think are that cool. I was used to dimming my light and letting other people define what was cool.
But then when I did reconnect with my true self, I got to start the Glow Up Squad, styling tech founders and having so much fun with it. I now get to bring the best of Pakistani culture to the world. I wouldn’t be able to do this if things had gone any other way.
In the end, I regret nothing at all. I believe in the butterfly effect; that something as simple as the flutter of a butterfly’s wings can cause a hurricane across the world. What if the winding road I took was the right road all along? If I had done anything differently — made the perfect trades and become a billionaire, always lived in complete alignment and authenticity, never started an ill-fitted friendship — I would not be the person I am, living the life I am today. And I quite like it this way.
Thank you for sharing your inspiring journey. I love that you ended with "no regrets" and that you're able to see the value in all the twists and turns! Perhaps your friend N will read this and something positive will be sparked there as well. :)
Hi Laila,
Appreciate your reflection. Thank you for publishing it.
There is beauty in how unpredictable and contingent our stories are. It makes everyday valuable, since any chance encounter, or conversation or simple events can change our trajectories if we are open to the world. Life is larger than we think!
I wanted to ask: how do you reconnect with yourself? Do you have an intuition to sense when a decision brings you closer to your path?