Bullseye or missing the mark? What’s your strategy

by | Dec 16, 2022 | Latest News

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Hey Boardroom!

How do you make private investing decisions? What’s your history? 


One of the first private investments I made was about ten years ago in a small local startup in the athletic apparel space featured in CircleUp (crowdfunding was new at the time and I was even featured in the Wall Street Journal!) – I was going to the local Crossfit at the time and it seemed like a good opportunity…


…as I was sure this brand would be the next Adidas or Under Armour!


However, little did I know how competitive the apparel business was…and other than some cool swag and that WSJ shout-out, that investment so far hasn’t paid off!


I have to admit these early days in private investing were a bit like throwing darts – not really sure what I was doing and hoping one would hit a bullseye.

So how have my decision-making strategies in private investing evolved over the last decade or so?  


In a number of ways – but a primary strategy I have come to use is the “second-mover” advantage, where I see where big players in the space are putting their money – using them as a benchmark tends to lend me more confidence. 


One of these big players is Brian MacMahon – founder of Expert DOJO – a venture capitalist accelerator that has invested in over 220 startups since 2018.  


Brian is a PROLIFIC investor who bases his investment thesis on GROWTH.

And Brian is a big fan of a company we’ve been following for quite some time in the Boardroom – RAD AI and its CEO,

Jeremy Barnett.  


In a recent webinar he hosted for RAD, Mr. MacMahon states of Expert DOJO and CEO Barnett:


“We are only looking for exceptional entrepreneurs who show an incredible ability to be able to grow beyond what most other folks can actually do. We’ve invested in Jeremy over in RAD for full disclosure, and I’ve known Jeremy for a long time…I’m extremely pleased with how our investment has progressed to this period of time.”


He continues:  


“We loved the fact, obviously, that [Jeremy’s] building AI into a space which is very hammer and nail like there’s no sophistication in marketing, and how it’s been built up over the last couple of years…Love Jeremy.” 


And Brian MacMahon is not the only prolific investor to put their faith in RAD.  


Check out what RAD’s Lead Investor, Joseph Freedman, had to say about the company on RAD’s investing homepage:

These are great endorsements for both Jeremy and the company, and what I’ve seen in Jeremy as well since he entered the Boardroom back in 2020.  


So I encourage you to take a deeper look into what these guys are getting behind when backing RAD by visiting HERE – and see if this second-mover strategy might work for you.  

And in our NEXT email for RAD we will bring you additional highlights from Brian’s interview with not only Jeremy Barnett, but also Dr. Alex Wissner-Gross and CR Celona – both recent and awesome additions to the RAD team.  


But if you can’t wait for our takeaways, you can watch the full interview here.


Happy investing…and as always, please see disclosures below.


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