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Dear Founder

Maynard Webb

Each week I respond to entrepreneurs, executives & anyone looking for candid, practical, and surprising advice.

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Latest Issues

Recent posts by this newsletter. Browse the email archive.

Our OG employees are not welcoming of newcomers. How can we all get along?

We’re growing and enjoying a lot of success. It’s also igniting issues between the old guard and the newbies who have fresh energy and are moving us in a new direction. The old timers are feeling underappreciated and unloved. How do I bring...

6 days ago

My employees and board members are having conversations that I'm not a part of. Is that OK?

Q: Our employees and board members have close relationships because they travel on charitable missions together, where there’s open dialogue. A CEO in a similar situation advised that I should be doing more to control the communication. Sho...

13 days ago

I have a secret at work that could cost me my job. What do I do?

Q: I’ve been involved in a romantic relationship with a co-worker for more than a year. We’ve kept it from our boss, whom we both directly report to, because he doesn’t condone interoffice relationships. Now that it’s getting more serious, ...

20 days ago

I'm thinking of taking a leap in my career--and going out on my own. Should I take this risk?

Q: I’m in a corporate job, which is going ok, but I don’t love working for someone else. I’m wondering if I should go out on my own.

a month ago


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  • Maynard Webb
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