Startuping

Startuping

'Startuping' - Most gut-wrenching lessons learned in the first 100 days pt.14

14th startup blog post, about the brutal lessons learned

Arslan Shahid's avatar
Arslan Shahid
Feb 20, 2024
∙ Paid
2
1
Share
File:Muhammad Ali fights Brian London on August 6, 1966.jpg - Wikipedia
Image taken from Wikipedia under creative commons license.

12th November 2023 was the day this journey officially began, so far I am not regretting my decision but it would be disingenuous of me not to admit that I made some major errors. In this post I would talk about all of the gut-wrenching lessons I have learned so far & hopefully provide some guidance on how you can avoid doing the same.

In no particular order, here are my major screw-ups. But before we begin please do subscribe and also share this with friends who would benefit from these lessons.

Startuping is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

No.1 Giving equity too quickly

Image by Author - can be used under creative commons by linking this article

As mentioned in my previous post, me and my co-founder had to separate. I had to buy him out. We had a 50/50 split which looking back was a mistake. The reason for this mistake was that I was hooked on the idea that to incentivize someone to work hard, they should be given equity.

Although the idea is good in theory, human motivation does not magically increase because of equity. If someone does not have intrinsic motivation to go above and beyond — to give it their all — no amount of equity or compensation will solve that.

Also, motivation changes over time, when things are easy, motivation is also easy to come by but when things start to get rough, motivation goes out the window for most people. In a startup, especially one started by a first-time founder you can bet that things will become rough sooner or later. That is the time when your partnerships are truly tested. I can understand why most people will lose out, quit, or try to passive-aggressively sabotage the business when this happens.

I must add is that in my case I was very forthcoming on giving equity and because it was ‘easy’ to come by, I think my co-founder did not value it. I would strongly advise that make the person work for their share in equity. Otherwise, they won't value it.

What I would do differently?

During these 100 days, I also started working for a startup part-time as a way to earn some money & to learn from people much more experienced. The startup did not directly hire me but instead gave me a short assignment. The purpose of the assignment was to gauge my work ethic and general fit for their company. Once, they tested me out they offered a much more long term engagement.

Similarly, I should have engaged my potential co-founder on a short-term paid assignment that could be turned into a long-term co-founder relationship. This way both of us could have tested the waters, and have known how each of us operates. If you see someone working hard on short-term assignments, they would likely operate in the same way given a long-term opportunity. Interestingly this exact approach is recommended by Sam Altman in Y-combinator startup lecture series. Unfortunately, I found this video after I gave up equity.

Thank you for reading Startuping. This post is public so feel free to share it.

Share

No.2 Incorporating too quickly

Image taken from freepik

Depending on what line of business you’re in, you would have to incorporate sooner or later. In my case, I needed some payment & affiliate accounts which required a legal entity. These accounts were essential for the business to operate.

This post is for paid subscribers

Already a paid subscriber? Sign in
© 2025 Arslan Shahid
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture