Lessons From A High Growth Startup Dropout

I quit.  After about three years in a high growth tech startup I have decided to move on.  In that timespan I saw the company grow from about 30 employees to almost 200.  While I know this isn’t the fastest growing startup ever, it definitely qualifies as ‘high growth’ in my book.

There are some lessons learned that I would like to impart on other software leaders who are entering this type of environment.  While I had worked in many startups before, I found very different challenges in high growth vs. other operating modes.

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Elon Musk on corporate communication

 

Check out this email from Elon Musk to employees at Tesla on communication within the company:

Subject: Communication Within Tesla

There are two schools of thought about how information should flow within companies. By far the most common way is chain of command, which means that you always flow communication through your manager. The problem with this approach is that, while it serves to enhance the power of the manager, it fails to serve the company.

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Steve Jobs put on the spot, returning an insult

Check out this awesome video of Steve Jobs responding to an insult.  Well worth your 5 minutes.

I found this video to be fascinating and think it has several takeaways that all leaders should note:

  1. As a leader, you need to handle being put on the spot.
  2. Resist the initial emotional reaction.  Breath.  It’s OK to pause to collect your thoughts.
  3. Admit they are right.  Point out where you agree with the accuser.
  4. Steer the conversation to the bigger picture.  Why are we here in the first place?
  5. Acknowledge the hard work of the team.
  6. Admit you may be wrong, but that’s OK because decisions are being made, and course corrections will occur.

What I loved about this strategy is that it’s really hard to disagree with any of the points above.  You end up nodding your head and agreeing with him by the end, regardless of the original point being made by the accuser.  He ignores the personal attack and does tie his response periodically back to the original question.

Not bad for being put on the spot.

Top 5 Reasons Why ‘Unlimited Vacation Time’ Policy is a Scam

I’m now on my second company that offers a policy of ‘unlimited vacation time’.  As an outsider coming from a company with a rigid time off policy and time card system, this sounds very alluring.  But, does it actually work?

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How to fire a Software Engineer

By far the hardest thing you will do as a manager is fire someone.  But you will need to do it.  There is no way around it.  If you want to be a manager, this is just part of the job.

I’ve discovered there are right and wrong ways to execute this.  I’m hoping some of the tips below help make the best of this difficult situation.

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How to stay technical as a software manager

As a manager, it’s very easy to quickly lose your technical edge.  Most of your day will get filled with meetings, planning sessions, strategy sessions, tactical status updates, 1 on 1’s, etc.  On top of a day filled with meetings you will need to figure out how to execute various initiatives, and spend nights catching up on email.

Given the above time and mindshare constraints, how can anyone expect you to have time to keep up with technical skills?

The simple answer is, “it doesn’t matter”, you need to figure out a way to do it regardless!

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Product Review: Roadmap Planner

As a manager, I’m always on the lookout for better tools to help increase my productivity.  I tend to be a visual person, and like to draw diagrams for everything.  When I came across Roadmap Planner from Keepsolid, it seemed like a simple tool that would allow be to quickly throw plans together.  Here are my first impressions with the tool:

Product Name:  Roadmap Planner

Platforms Available:  macOS and iOS

Cost:  Free for 1 year, then pay options ranging from $0.99/month for personal plans all the way up to $9.99/month per user for professional plans.

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10 Reasons to Stay Away From Management

 

In my previous article, Top 5 Reasons to Choose Managing Over Coding, I laid out my top reasons why I choose to be a manager rather than software engineer.  However, the management role may not be the best option for everyone.  In fact, oftentimes I wonder if I even made the right choice myself!  In this article I’m going to lay out the counter-argument of why you should continue coding and stay away from management altogether.

Here are my top 10 reasons why I think you may want to stay on the technical path: Continue reading “10 Reasons to Stay Away From Management”