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Tyler Freeland

Tyler Freeland

Senior Copywriter at Fleetio | Marine Corps Veteran | Creative Strategist

Jul 30, 2026

TomHOST
2:11
Just wanted to make sure everybody understands that.
2:13
And I saw there was a portfolio night at this major agency in downtown Cleveland.
2:20
And I looked at kind of like the headliner of all the creative directors who were going to be there.
2:24
And I submitted my $25, probably the only thing I had left in my bank account, and went to this agency for portfolio night.
2:37
When I got there, I realized I don't even know what a portfolio is, let alone really what a copywriter does.
2:45
I knew there was story involved, right? So I immediately left the agency before things started while they were still in their little happy hour.
2:57
Went to the bar across the street, called the map room, took a shot of Jameson and tried to figure out what I was going to do for a portfolio.

8 MINS LATER

TomHOST
11:19
man, I should get in there and edit it and do something with

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