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Alan Gilbert
Alan Gilbert

74 Followers

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5 days ago

Lesson Learned: Make and execute high-level, strategic decisions that make it easier for everyone else in your organization to win.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. This one will be short and sweet. If you have enjoyed my blog posts, please consider supporting my efforts to end cancer by donating to Pelotonia. …

Leadership

2 min read

Lesson Learned: Make and execute high-level, strategic decisions that make it easier for everyone…
Lesson Learned: Make and execute high-level, strategic decisions that make it easier for everyone…
Leadership

2 min read


May 8

Lesson Learned: Make the right way the easy way.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. I credit the lesson in this post to the man who hired me at CoverMyMeds — our technical co-founder and eventual CEO — since I’m using his words verbatim. My…

Leadership

4 min read

Lesson Learned: Make the right way the easy way.
Lesson Learned: Make the right way the easy way.
Leadership

4 min read


Apr 24

Lesson Learned: Be an exceptional listener.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. This post is a natural follow-up to my previous one, “Lesson Learned: Guide, but don’t force.” In hindsight, I wish I had combined them. Great leaders are skilled listeners; they…

Leadership

2 min read

Lesson Learned: Be an exceptional listener.
Lesson Learned: Be an exceptional listener.
Leadership

2 min read


Apr 10

Lesson Learned: Guide, but don’t force.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. There are thousands of blogs, books, and leadership training classes that espouse the wisdom of teaching and inspiring, rather than doing and telling. I won’t attempt to cover that broad…

Leadership

2 min read

Lesson Learned: Guide, but don’t force.
Lesson Learned: Guide, but don’t force.
Leadership

2 min read


Apr 4

Lesson Learned: Speak and write with purpose. Always.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. Previous posts focused on building a great company. This is the first post on lessons learned in becoming a great leader. “With great power comes great responsibility.” Most readers of…

Leadership

2 min read

Lesson Learned: Speak and write with purpose. Always.
Lesson Learned: Speak and write with purpose. Always.
Leadership

2 min read


Mar 28

Lesson Learned: Build a culture where it is more important to win than to be right.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. This is the last post focusing on building a great company. Next week I will start to focus on lessons learned in becoming a great leader. One of the best…

Leadership

2 min read

Lesson Learned: Build a culture where it is more important to win than to be right.
Lesson Learned: Build a culture where it is more important to win than to be right.
Leadership

2 min read


Mar 20

Lesson Learned: Getting meetings right is enormously important.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. So much has been said and written about meetings, and this is by no means meant to be a comprehensive guide. But I have seen bad meetings, and bad meeting…

Leadership

3 min read

Lesson Learned: Getting meetings right is enormously important.
Lesson Learned: Getting meetings right is enormously important.
Leadership

3 min read


Mar 14

Lesson Learned: Don’t be tempted by the Dark Side of motivation — fear and blame-avoidance.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech Many successful companies are built upon a culture of fear and blame. I worked at one for many years. You can get pretty good results with negative energy. People don’t…

Leadership

2 min read

Lesson Learned: Don’t be tempted by the Dark Side of motivation — fear and blame-avoidance.
Lesson Learned: Don’t be tempted by the Dark Side of motivation — fear and blame-avoidance.
Leadership

2 min read


Mar 6

Lesson Learned: Don’t rush core values.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. Another short but sweet one. Capturing a company’s core values in writing, and promulgating and evangelizing them, is an important step in scaling a company. And once leaders have an…

Leadership

2 min read

Lesson Learned: Don’t rush core values.
Lesson Learned: Don’t rush core values.
Leadership

2 min read


Feb 27

Lesson Learned: Attention to detail and high standards matter.

This blog post is part of a series of leadership lessons that I have learned from 40 years in tech. This week’s post is short and sweet. The leader of a company always sets the standard for attention to detail. It’s only natural that the rest of the company levels…

Leadership

2 min read

Lesson Learned: Attention to detail and high standards matter.
Lesson Learned: Attention to detail and high standards matter.
Leadership

2 min read

Alan Gilbert

Alan Gilbert

74 Followers

I build teams that build things.

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