
Tyler Freeland
Senior Copywriter at Fleetio | Marine Corps Veteran | Creative Strategist
1
APPEARANCES
1
PODCASTS
012
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APR 6
APR 13
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APR 27
MAY 4
MAY 11
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JUN 1
JUN 8
JUN 15
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OCT 5
Jul 30, 2026
Episode 11 - Tyler Freeland
2:13
2:20
2:24
2:37
2:45
2:57
T
2:11TomHOST
Just wanted to make sure everybody understands that.

Tyler FreelandGUEST
And I saw there was a portfolio night at this major agency in downtown Cleveland.

Tyler FreelandGUEST
And I looked at kind of like the headliner of all the creative directors who were going to be there.

Tyler FreelandGUEST
And I submitted my $25, probably the only thing I had left in my bank account, and went to this agency for portfolio night.

Tyler FreelandGUEST
When I got there, I realized I don't even know what a portfolio is, let alone really what a copywriter does.

Tyler FreelandGUEST
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.

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