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Gravel Privateer

A road cyclist who spontaneously takes up gravel riding in an effort to be cool and different won't and shut up about it. Gravel Privateers will be sure to volunteer about their newfound identity via many Strava and Instagram posts.
Victor: I just bought a $9,000 gravel bike. I am a Gravel Privateer!

Jeremy: Me too. I'm a Cat 5 racer, but I'm actually a part time Gravel Privateer myself.

Dat: Hey guys, I'm riding the river trail tomorrow with the road group, want to join?

Jeremy and Victor: Sorry, can't make it because training for our first Belfian Waffle. Road cycling in lame. We are Gravel Privateers now :)~
Gravel Privateer by Super Tuck July 28, 2021
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Privateer 

1. A goverment sponsered pirate, or mercenary

2. An armed ship, privately owned. Or, a member of it's crew.

3. A reference used to describe a well equiped, mobile, independent business operator with a healthy sense of self interest.

A privateer has hijacked my entire operation.

Privateer by AngryCanadian October 30, 2006

Privateer 

The privateer stole jonny’s money
Privateer by Hell cat2 September 29, 2019

barretts privateers

A great song by Stan Rogers (May he rest in peace)
A (fictional) story song about a man aboard a scrawny boat called Antelope, in the year 1776, the height of the American Revolution. They were hunting the seas for American Gold
She was attacked by Americans near Montego Bay, Jamaica.
She was ultimately sunk.

The antagonist of the song finally made it back to his homeport of Halifax, Nova Scotia. Six years after the Antelope was sunk.

It's also a great drinking song.
Person 1: 'Man, we should start singing Barretts Privateers!'
Person 2: 'Sure!'

God damn them all!
I was told we'd cruise the seas for American gold
We'd fire no guns-DRINK MORE BEERS! (Originally Shed No Tears)
Now I'm a broken man on a Halifax pier
The last of Barrett's Privateers.

Privateer 

Despite its rather fagged out sounding name, real Privateers are basically sea going mercenaries. They were often hired during the Age of Enlightenment to escort merchants and to fight against the Spanish/French/English depending on who they were working for.
omg omg omg wtf hax, that stupid privateer pwned like 4 pirate ships he is teh n00b haxor!

rear privateer 

n. Derogatory term. Derived from "ass-pirate."
Arr, jimlad! Ye be a rear privateer, and I be wantin' none o' that!

Internet privateer

To illegally download software for the purposes of testing personal interest, then buying the same software to support the developer
"I consider myself less of an Internet pirate, and more of an Internet privateer."