About Jack
Most parents tell their kids to "be safe, text me when you get there, and make good choices" when they leave the house. My mom focused on the "make good choices" part. Ever since I first left the house without her to when I was 25 and she passed away, I have just been trying to make good choices.
In business, "good choices" typically means "data-driven". My mission in life is to make good choices and help people do the same. Data and numbers have always made sense to me (I taught my high school algebra class while I was a student in the class) but the coolest thing has always been watching the light bulb turn on for other people when they get it too.
In the corporate world, I had to quickly learn the best way to convey a month's worth of analysis in a one minute presentation to my boss's boss's boss (a leader of the Fortune 500 company). He wanted the health check of his department, he wanted to be data-driven, and he would ONLY do it the easiest way possible. Watching the "oh I completely understand" light bulb go off for him in under a minute was another level of satisfaction.
I love this stuff. I'll always keep trying to make good choices and helping other people do the same, which is why I help businesses become data-driven the easiest way possible.
A litte history
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I started my professional career at The Hartford in a Leadership Development Program.
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I was the only person in my group, so they gave me ALL the assignments, and then some. I was able to be an analyst, manage the relationship between other Fortune 500 companies, manage a P&L, and run the company's intern program all in just 4 short years.
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In April 2020, I went full time in Pineapple Consulting Firm and officially became a full time entrepreneur.
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By 2021, I was speaking publicly and won Young Entrepreneur of the Year from the Small Business Awards Association.
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In 2023 I starting creating online courses for people to build dashboards DIY-style.
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In 2025, I build my 500th dashboard, and I'm still giving away as many secrets as I can to audiences.
Fun Facts
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I taught my high school math class while the teach was out and I was a student in the class
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I'm on a mission to collect a mini bat from all 30 MLB stadiums
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I switched majors (unofficially) 17 times in college before creating my own
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I became a full time entrepreneur at age 26
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I can successfully relate grocery shopping to data & analytics
© 2035 by Jack Tompkins All Rights Reserved | Built by The Biz Spa
“Jack Tompkins speaks about data (yawn). I expected this to be a super boring topic. I WAS WRONG! Jack made data fun and approachable and meaningful. I enjoyed the conversation a ton, and I highly recommend anyone who has a podcast who serves service-based business owners to have Jack on your show.”
PHIL GERBYSHAK, GERBYCASTS
“Jack’s presentation hit the sweet spot by presenting a common sense yet focused approach to develop and use key data points to support and drive small business decisions. Our mentors have a great variety of backgrounds but do not always recognize the importance of using data early in the process and Jack’s presentation both informed and inspired. Several mentors went out of their way to express appreciation and satisfaction with the presentation.”
PETER SAFIR, VP FOR MENTOR EDUCATION
“Jack was awesome! Great topic, great speaker! Very relevant, simple, and effective.”
RENAISSANCE EXECUTIVE FORUMS MEMBERS
SOME PODCASTS JACK HAS BEEN ON
SOME PLACES JACK HAS SPOKEN AT
