Mr.Holdouts motives?

[nicc and the adventures of dying]

You know how Mister Holdout decreeses the price of his goods the worse your Strip Reputation is? And if you're Liked, he won't sell anything to you. So, why? I'm asking for a Lore Reason, why would he want to sell more guns to a person with a lower reputation? Any Theories?

[Bansheebutt]

People wouldn't question where an ♥♥♥♥♥♥♥ got a weapon that they snuck into a casino.