Why did the wheels stop? What’s next?

Why did the wheels stop? What’s next?

Previously, I walked you through our decision to apply for YCombinator and the decision not to pursue it in the end. In this post, I will walk you through the circumstances that led to us ceasing to work on our startup.

While we applied for YC, we were already speaking to other investors, despite our plans of starting this process being at least three months away. I learned from several other founders and particularly from?this post by Monzo’s co-founder Tom?about how to raise investments. Our conversations were on track, we were sending regular monthly updates and had regular check-ins with investors we were interested in, and our traction was on the right path as well.

But, among all the challenges we were navigating while building this startup, something very stressful was happening in parallel all this time that no one knew about. My relationship was falling apart, a relationship that we both thought would last beyond a lifetime. There were several reasons why that was happening, but we were struggling to save it, because we both wanted it, but it was getting harder and harder with each day.

And then there came a time when everything became so painful that it brought me to a standstill. I couldn’t climb two mountains at the same time. I had to stop everything and had to give a hard look at my life. I didn’t do anything related to my startup for a week while my co-founders kept the business running. I realized that this startup is very important to me, but this relationship takes the highest priority. I can always build a startup later, but the time to act on this relationship was NOW! I have faced a few tough situations in my life, but nothing had affected me the way this experience affected me.

Professional achievements are temporary, personal losses are permenant.


So, I gathered my founders to explain my situation to them. I expressed what I am going through. I told them that it has become very hard for me to focus on this startup at the moment and I don’t know when this situation will improve. I discussed quitting the startup. They were supportive, they had always been. Very patient, very sane. No doubt I started this company with them.

We then spoke about the transition plan, how they want to run the start-up without me, and what role I can play to make it easier. We had these conversations over a few days. They came to the conclusion that I am the one with the industry knowledge, they primarily bring general skills such as sales, marketing, tech, and product, but they don’t know a lot about the SaaS procurement industry, so they feel out of depth, and it won’t make sense to continue with this startup without such knowledge.

We had a few more conversations after that day to make sure we sleep on our decisions. After a year and a half, we were finally talking about things that were not about our startup, we didn’t even know how it felt anymore. There was a huge blank in our life because it was hard to go from putting 12 hours every day into something to having all that time in your hand and having no purpose at the same time.

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We decided to take a break because we barely took one over the past year. After we gained some sanity and processed our decisions, we decided to take the next step, and we all started looking for new opportunities. One of my co-founders started a business-focused content channel and is doing really well now, another one was very good with Product management and found a role in another startup. I took a break as I needed emotional support and wanted to give myself time to recover from my breakup as it was the most life-changing event I have ever witnessed so far. It made me question everything I ever lived for. After months of introspection, break, and family time, I started seeing what I really value in my life, from relationships, from work, and from myself. It was a devastating experience, but it gave me so much. It brought me closer to myself. I wish this had never happened, but I accepted that this happened for a reason.

That being said, now I am looking for my next adventure. I again want to get up in the morning and look forward to what I will do today, I want to be excited about all the challenges I would face, and all the problems I would solve. I again feel like that fueled-up racing car that wants to zoom!

After giving a few days researching the market and my interests, few of the sectors I identified that I find very exciting. I am not limited to them, but I am getting my hands on everything I can learn about these sectors at the moment:

  • Solar/ renewable energy space
  • Developments in the AI
  • Novel applications of Blockchain technology
  • Developer tools, deployment tools, anything that makes a developer’s life easier.

Few things I do really well:

  • I am good with people. Particularly understanding their motivations, their pains, and how they think about their ideal life. I connect with them on a personal level. Because of that, I learn how to find a common cause that feels fulfilling to both them and the company.
  • I am very comfortable with ambiguity. If I don’t know what to do, I will knock on doors and learn from others, I will go heads down, but I?will?figure it out and I love the thrill of it.
  • I can connect unrelated themes and learnings from seemingly unrelated industries. I can see the bigger picture and figure out ways to break it down and turn it into small, achievable tasks.
  • I have been a proficient engineering leader who has built engineering teams from the ground up, and I believe in getting hands-on because I think a leader should firsthand know what is happening on the ground level.

Roles I think I would do well into, but I am open to suggestions:

  • Engineering leadership roles
  • Product roles
  • Investment roles. For years, I have evaluated the probability of a team or a product being successful in the real world and corrected my thesis whenever I went wrong. I had my startup ‘fantasy football’ list of startups that I think will do well in the coming few years. I love going down the rabbit holes and learning from people who are close to such developments.
  • Working in strategic roles where problem statements are not clearly defined and everything has to be done from scratch.

Please contact me if:

  • You know any interesting company, which may or may not have the role I am looking for, but it is an interesting company, and if you think I should speak to them?
  • You know someone who is hiring for any of the above roles, or they could use some of my skills?
  • If you would like to speak to me in general, if you are on a similar journey of running a startup, want to start a startup, or are in between. I will do my best to help you out because others did the same for me.

This is where I can be contacted:

https://linkedin.com/in/darpanjain9

https://twitter.com/DarpanJain

[email protected]

I hope going through my journey felt familiar, or you learned something, or it inspired you to also take your next step, however small that is. This post is not written with the intention to be shared with people, but if you think it would help someone you know, please share it with them. You don’t know how it helps them.

Fortune favours the bold


This post is part of five post series that was intended to walk you through our journey of building our startup and shutting it down. Please find all the posts?here.

Originally appeared here

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