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Ask HN: 15 Years, 9 Startups, 0 Big Wins – Should I Quit or Keep Going?

10 pointsby bibinmohanabout 1 month ago
Hey HN,<p>I&#x27;m Bibin Mohan, a 37-year-old founder from India. I started selling firecrackers at 15 and jumped into entrepreneurship full-time at 22. I’ve been at it ever since — 15 years, 9 different startup attempts, and still grinding.<p>I dropped out of college in 2009 to co-found a web and digital marketing agency with three friends. They left within a few years, but I kept it going and still run it today. It pays my family&#x27;s expenses, but not much more.<p>In between, I got lucky — in 2014, I became the social media consultant to India’s former Central Minister of Shipping &amp; IT through my agency. It was a proud moment, but also a reminder that consulting doesn’t scratch the startup itch for me.<p>Here’s my startup timeline:<p>1. Quadregal (2009–Present): Web &amp; digital agency. 500+ projects completed. Bootstrapped and sustains my living.<p>2. Likebids (2010–2011): Social bidding platform using Facebook Likes to win products. It went viral, featured on Mashable. FB changed its ToS and killed the model right before a possible investment.<p>3. Facebook Apps (2011–2012): Built viral apps like “My Best Chat Friend” (used FB APIs to calculate your most chatted friend). One app hit 1M users in 6 months. All were shut down when FB banned auto-publishing.<p>4. Glist (2020–2021): A 10-min grocery delivery startup in India (like Zepto). Interviewed at YC, didn’t get in. Got an offer of $120K for 70% equity — we declined and shut it down due to lack of capital.<p>5. Ippow (2021): 20-minute medicine delivery. No cofounders, no capital, no traction.<p>6. Healthy (2022): EMI-based healthcare package booking. Stalled due to disinterest and funding issues.<p>7. 5mino (2023): Mental health + time-focused app. Built it, no downloads. Learned a lot though.<p>8. Flowstate (2024): Simple app that plays relaxing music. Got 2K+ downloads organically. Growth stalled.<p>9. Tillit (2024–Now): My current project with two cofounders. It&#x27;s like Faire for India. We’re turning local homes into mini-warehouses, enabling faster wholesale delivery and giving shopkeepers credit-based inventory. Retailers save money, time, and space. The idea works — I’ve validated it in the field. But we’re constrained financially, funding everything from my agency income. And we need to offer credit, which is hard to scale without capital.<p>Now here’s my dilemma:<p>My wife asked me today if I’m crazy to keep chasing these ideas instead of just taking a job. I’m 37, married, with a child. I&#x27;ve built multiple products, none have &quot;made it&quot;, and I&#x27;m still hustling every day, believing the next one will.<p>So — do I need more motivation, or should I finally quit?<p>Have you seen someone like me turn it around this late? Am I just being stubborn, or is there still hope if I keep going?<p>Would really appreciate some honest advice from this community.<p>Thank you, Bibin Mohan

8 comments

pettycashstash2about 1 month ago
At 37, you&#x27;re actually at a prime age for entrepreneurship. Research from the Harvard Business Review found the average age of successful startup founders is 45, with the highest-growth startups founded by entrepreneurs with an average age of 45-50. Your accumulated experience is an asset, not a liability.<p>Rather than seeing this as a binary choice between continuing or quitting, consider a third path: being more selective and focused. What if you committed fully to Tillit for 18-24 months with clear milestones and decision points?
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bibinmohanabout 1 month ago
Thanks for reading this long post!!<p>Just to add — I’m not looking for sympathy or praise. I genuinely want honest advice from fellow builders and thinkers here. If you’ve been in a similar place — hitting walls, pivoting endlessly, with family pressure mounting — what helped you decide to keep going or step away?<p>Also, if you think there’s a smarter way I should be leveraging my skills or experience, I’m all ears. I’m not married to any single idea — I just want to build something that works and helps people.<p>Thanks again.
GianFabienabout 1 month ago
Your wife is a gem, putting up with your chasing opportunities with poor market fit.<p>The essence of business is delivering something that people want so much that they are willing to pay for it.<p>It appears that with Quadregal (I assume it is the consulting biz you mentioned) you have over 500 successes. Based on the information you have shared it appears to be a successful business.<p>If you were to stop thinking the grass is greener elsewhere, you might realize that the grass under your feet is already green and with more watering and care it would be the greenest.<p>Wouldn&#x27;t you be making even more money than by taking a job if you were to focus your talents and energies upon the business that is already supporting you and your family? Taking agency income to prop-up a capital intensive idea is not honoring your responsibility to your family and your patient wife.<p>You only need to quit doing what doesn&#x27;t work and do more of what does.
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twosdaiabout 1 month ago
Working on my first company right now. I would keep pushing. You&#x27;re doing a great job of a post mortem, but what other aspects do you think you could improve on a day to day.<p>The &quot;Well I could just work harder&quot; is valid to a point; if you&#x27;re not putting in enough time it will show. But I think you are since many of these failures are not you &quot;just giving up&quot; which YC tells us is about 60% of startups. So as long as you&#x27;re constantly improving I think you&#x27;re heading in the right direction.<p>Its possible that you never make it, and that is a reality we all must face when starting businesses. But if you have the energy, and you find fulfillment in the work. I would continue.
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DamonHDabout 1 month ago
I don&#x27;t see any need to &quot;finally&quot; anything. I have done a number of start-ups, enough to retire on though none spectacular, and probably fewer than you depending on how one counts them.<p>I am doing a PhD part time, and running a few local groups (including the local inventors&#x27; club), and keeping some powder dry, ie time and cash on hand and networking, so that if another opportunity arises then I can follow it.
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helzabout 1 month ago
Nobody can answer these questions for you friend ;-( We are all tragically, inevitably free.<p>Sine <i>you</i> have to answer them, you need to find out who <i>you</i> are. Good news is that you create who you are every moment, with the decisions you make, the actions you do, the promises you keep--and the promises you break.<p>In other words, you can find out by just kind of feeling your way.
andrewfromxabout 1 month ago
oh this video is for you:<p><a href="https:&#x2F;&#x2F;www.youtube.com&#x2F;watch?v=ZeuRKAsW__E" rel="nofollow">https:&#x2F;&#x2F;www.youtube.com&#x2F;watch?v=ZeuRKAsW__E</a><p>&quot;How To Know If You Should Work Harder&quot;<p>He talks about exactly this. Has a great line something like &quot;you just want to be able to say I gave it my all and mean it.&quot;<p>If you stop now do you mean it?<p>I&#x27;m a little order, 49 and I recently &quot;gave up&quot; and took a W2 job. But I was definitely done. Could not go on with my make it big ideas one day longer.
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_spduchampabout 1 month ago
Never stop.<p>Go listen to all this... <a href="https:&#x2F;&#x2F;www.founderspodcast.com&#x2F;" rel="nofollow">https:&#x2F;&#x2F;www.founderspodcast.com&#x2F;</a>
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