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I’ve made a ton of mistakes in hiring people and wanted to write down the lessons I’ve learnt till now.  I’m not sure how many parts this post would have, here’s the first one anyway.

Speed vs hire
Why does a company having 5x more programmers than you, move slowly or at the same pace as you? Apart from the overhead to manage more people, it’s the failure to maintain a high hiring bar that’s causing the slowness. I made this mistake. It’s a very rationale thing for anyone to ensure that the hiring bar is kept high. But why do we slip? or more precisely, why did I slip? Some of the reasons below may resonate with you. Let’s call the bad hire, Joe.

Insecurity
I had an insecure feeling that if I didn’t replace the programmer who quit, immediately, my product would slow down, it’d affect customers, revenue would go down and so on. It’s bad to hire (or even interview) anyone with that sort of a mindset. It makes you twist facts, rearrange some of the evaluation parameters just to make that hire and feel “secure”. Ironically, all the things I feared started to happen, before I asked Joe to leave.

Size
The most dumbest way to evaluate a company is to base it on it’s size [1] and more often than not that seems to be the metric everyone is bothered about. The first question anyone (friends/investors/press) you meet asks is “How big are you now?” This made me feel weak as a founder since I thought I wasn’t “growing”. Thankfully I didn’t make any hires based on this but I did have those moments.

Betting
Someone with a really impressive profile  is interested in your company but doesn’t completely convince you. What do you do? I made a mistake of hiring Joe thinking he’ll eventually contribute because he has a strong profile. That never happened. The “eventual” in a startup is a few weeks or maybe even days.

Goal
One bad goal that you can set for the company is determining how many people you want to hire in the next x months. How many times have you heard a statement similar to this “We’d like to double our team by next quarter“. That’s a sure sign of lowering the bar at some stage in order to meet the goal. 

All of the reasons directly relate to desperation to hire someone to grow the company. It’s okay to wait for 3 months with a slow growth and then hire someone who’ll make the growth exponential to match the goal at the end of the year, than hiring when you’re not completely sure of.

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Notes
[1] Instagram was worth $1B when they were just a 12 people team.

The feeling of insecurity crops up quite a number of times when starting up, especially in the early days. It’s both exciting and scary, like how an 8-year old kid feels when left home alone the first time, for a couple of hours. This fear sometimes affects the self-confidence which makes everyone around you appear to be bigger in stature.

Once this mindset is in, everything what the other person says sounds like gold. Naturally, when you meet 20 people in an event, you get a feeling as though you just got access to 20 pots of gold and you want to try out everything that was told to you. The truth is most of them might not apply to you or can even be plain stupid.

I remember an incident where a very senior marketing manager of an MNC asked me to advertise interviewstreet on radio channels. It might sound really stupid now, but not then when I seriously considered. Thankfully, I was bootstrapping so didn’t have enough money to spend on it.

With this mindset, you tend to sort the ideas by the people who advised rather than the ideas themselves which can lead to disasters if the person doesn’t understand your position. What worked for X doesn’t need to work for Y even though both X & Y might be operating in the same space, environment, etc. The potential of founders, co-incidental meetings (eg: Zuck with Sean Parker) and a bunch of other factors play in which aren’t accounted for when providing advice.

You (and your co-founder) are the only one in the world who understands completely about what’s going on in your startup and things that can/can’t be done. This is not to say don’t talk/listen to anyone around, that’s the most terrible thing one can ever do. This is a a heads-up on “executing” the suggestions you received.

How to execute suggestions/advice?
Talk to a lot of people, read blogs, brainstorm with your mentors, discuss with fellow entrepreneurs, experienced people in your field, etc. Assimilate all the suggestions in your whiteboard without associating any source. Analyze each one of them deeply and see which ones make the most sense for your startup.

One interesting correlation I’ve found with the suggestions I implement is they’ve always come from people I deeply respect/admire because their suggestions seems to carry a reasoning behind it and not something blind. But that’s just me, it might not be the case for you.

Every startup is unique. Derive inspiration, talk to a lot of people but execute/experiment what you think makes sense.

I’ve made (still continue to) a lot of mistakes while building Interviewstreet – bad product decisions, terrible demos, wrong hires, screwed up relationships and many more. Morale of founders is probably the biggest determinant of how long a startup will sail. Every failure dents the morale a little bit and when it hits zero, the startup dies.

Mentoring programs like YC, Morpheus, etc. are primarily built to guide founders so that they make fewer mistakes on the way thus keeping their morale level in place. Obviously, there can never be a program nor a mentor who can predict everymistake that a founder might do beforehand. If there was one such place, building startups would be really easy.

I’m glad to have wonderful mentors around me who’ve ensured the number of mistakes I make is less. But I’ve made many more and this is my attempt to share it with the rest of the ecosystem in the hope that it would help some entrepreneur(s).

It’s a warm fuzzy feeling to know that you’re making mistakes. It either means you’re experimenting a lot or you’re dumb, but let’s ignore the latter case for now. I promise to write blog posts about the mistakes I make in this journey.

The journey never ends