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People Management: Startup Teams Should Dip but not Skip

Both Sides of the Table

We all like to think of startups as “non hierarchic&# organizations and to some extent that should be true. I never built a Google-sized business but I did build an organization from scratch that grew to 120 employees in 5 countries before we sold it. An obvious example would be in sales.

Startup 308
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Be Careful About Being a Meddling Startup CEO

Both Sides of the Table

In practice it can be a fine line between sparring partner / coach and stepping over the line to brute-force persuasion. At times I wanted the engineering team to produce features to support our sales efforts to I occasionally leaned on them a bit. Another area we CEOs often meddle is in sales. I did this.

Startup 150
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Value and Meetups - SEO / SEM

SoCal CTO

Then the organizer went into a 20 minute sales pitch around his new training/coaching offering. At the end, he said that going forward the focus of the group would be around his commercial offering and that the only value that an organizer and participants get is when they can pitch their stuff to the group.

SEM 150
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What Makes an Entrepreneur? Four Letters: JFDI

Both Sides of the Table

Your head of sales thinks she should fire somebody. You’re sales person is getting blocked by the CTO who says she shouldn’t go above him but the CTO isn’t approving the deal. Yes, I know it’s my job as the CEO to be the coach for people and that’s fine. Making Things Happen.

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8 Tips To Get the Most Out of Your Investors and Board

Both Sides of the Table

He has grown our US operations from 1 employee (him) to a global organization of 75 employees that will finish the year with 8-digit revenues (90+% recurring) and more than 350% year-over-year growth. So naturally we’re pushing for him to drop critical information when their paths cross organically. Rob is driven to learn.

Tips 365