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Why I Left A Great Job

Posted on August 13, 2018September 4, 2021 by Steve Ainslie

I had a great job as Director of Sales running a 175 person sales team for a Fortune 1000 technology company. I had a lot of autonomy. I was learning new things every day. In 18 months my team grew from 55 people to 175 people while absolutely crushing our sales numbers. The people I worked…

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In For The Long Haul

Posted on August 11, 2018September 4, 2021 by Steve Ainslie

There have been innumerable times when I’ve been faced with a challenge where I thought, “I’ll just suck it up and get through this quickly.” That’s work pretty well. I got through my high school graduation speech in front of hundreds of people this way. I forced myself to do in-person sales calls as a…

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How To Build A Leads List for A Consulting Firm (or for Enterprise Sales)

Posted on August 11, 2018December 31, 2021 by Steve Ainslie

When I was a little kid and still believed in Santa Claus, I would prepare my Christmas list months in advance. I followed a simple, proven method for building my list. Write down anything I wanted from TV commercials like Rockem Sockem Robots, Slinky, and a Big Wheel. Add stuff my friends owned like Color TVs,…

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We All Need A Kick In The A$$ Sometimes

Posted on August 6, 2018December 31, 2021 by Steve Ainslie

A few years ago I was doing a pipeline deep dive for my team and I saw that my top rep’s pipeline was way too low. This rep (let’s call him JC since that’s his name) was one of the few “natural salesmen” I’ve ever met. He had the hustle, the attitude and the skills…

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I Should Have Been A Plumber

Posted on August 3, 2018September 4, 2021 by Steve Ainslie

There have been many times in my life when I wished I had become a plumber. Since I was academically gifted and did very well in school, there was never any doubt in my mind that I was destined to go to college and become a successful (aka white collar) professional. I remember taking career…

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My Friend Bought A Mansion

Posted on July 30, 2018September 4, 2021 by Steve Ainslie

A friend of mine recently bought a mansion. It’s 6,000 square feet with 6 bedrooms, 6 bathrooms and three balconies. He paid $1M for it. The house is magnificent.  It looks like something out of Tuscany. But I have to wonder, is it really worth the cost? For me – not a chance.

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When My Step-Daughter Died

Posted on July 30, 2018January 11, 2022 by Steve Ainslie

Early that morning when I looked at my cell phone, I saw 10 missed calls from my step-daughter’s ex-boyfriend. I remember thinking, “I wonder why he’s calling? Maybe he needs my help or something happened to his mother.” I called him back and he told me that Liz had died of an overdose on a stranger’s bathroom…

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Stop Trying To Motivate Your Sales Team

Posted on July 27, 2018December 31, 2021 by Steve Ainslie

When I was a sales manager, I was often told to motivate the sales team. Executive Management wanted me to “light a fire under the reps”. Middle Management said, “encourage their competitive spirit”. Even reps would sometimes say, “I need you to motivate me.” I hate to burst everyone’s bubble, but sales managers can’t motivate…

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Limiting Choices Makes My Life Better

Posted on July 26, 2018September 4, 2021 by Steve Ainslie

I purposely limit things I own,  activities I do, where I invest time and how I spend money because having fewer choices makes my life better. Dressing in the morning is easy because I choose 1 of 2 pairs of shorts,  any of my plain T-shirts and 1 of 2 pairs of shoes. Eating is…

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Part-Time Job, Full-Time Life

Posted on July 25, 2018September 4, 2021 by Steve Ainslie

When I had a full time job I wasted a lot of time. 75% of all administrative work and reporting was unnecessary. Every job included some kind of CYA bullshit. “Make-work” was the worst. Every business had useless meetings, mandatory trainings, or some other outdated process that was a complete time suck. As a sales…

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