The Hardest Thing You’ll Ever Do.

May 18, 2015

When it comes to business, there’s nothing more challenging than the business of managing people.

In my previous business, I managed a staff of over nine people and in full disclosure, it almost made me quit being an entrepreneur. Not because I didn’t want to manage, not because I didn’t like managing and not because I didn’t care about my staff. Quite the opposite, actually.

I LOVED my team.

I considered them family, trusted them wholeheartedly, adored their company and gave them a ton of freedom in their jobs.

I had to learn the hard way that they did not love me back. What’s worse than them not loving me (let alone liking me) back, was that they had no respect for me.  I spent too much time trying to be their girlfriend, when I should have been the girlboss.  I had set no personal or professional boundaries, so when it came time to discipline, they couldn’t take me seriously. Resentment built on their side, as I teetered the line of boss-to-bitch-to-fellow babe, back to boss. The environment at my office became infested with gossip, backstabbing, cattiness and lies and for a very long time, I didn’t even realize it. Eventually, some of my most favorite employees ended up leaving out of the blue, and it left me shocked. When everything came out, it left me devastated.

Reflecting back on this story, (even though I seriously cringe), I am sooooooo grateful for it. Unintentionally letting the ecosystem of my staff become out of control was truly one of the greatest learning lessons of my entire career.  It has made me a wiser leader, a better businesswoman, thickened my skin and has given me my edge.

That’s why I love surrounding myself with bad-ass babes who also know how to be a BOSS, like Jenn Dieas.

I am so happy to welcome her back to SimplyBe TV. In this week’s episode, she and I have a very candid, very raw conversation about what managing people really takes and why even the most novice entrepreneurs can become great leaders.  It just might take some blood, sweat, tears.  Okay, A LOT of blood, sweat and tears.

I’ll save the rest of it for the video – it’s a good one.

If you have ever struggled with managing people, or have taken away amazing, invaluable lessons from doing it, I would love to hear from you.


With love AND respect,


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  • Thank you for sharing this. We love hearing from a female entrepreneur with a heart like Jenn’s. Great interview!