This is a story related achievement, and can't be missed. This will unlock as shown when you complete Chapter 2 in the main story of Red Dead Redemption 2.
Chapter 2 Missions:
Polite Society, Valentine Style
Americans at Rest
Paying a Social Call
A Quiet Time
Good, Honest, Snake Oil
Exit Pursued by a Bruised Ego
Blessed are the Meek
Who is Not without Sin
Money Lending and Other Sins- I, II, III.
The Spines of America
The First Shall be Last
Pouring Forth Oil- II, IV.
A Fisher of Men
We Loved Once and True
The Sheep and the Goats
An American Pastoral Scene
A Strange Kindness (Final Story Mission in Chapter 2)