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Your lust for hoarding money borders on almost dragon like, every copper piece you get your fingers on is accounted for and spending any amount of money requires you to meticulously think about the benefits of such a transfer of your hard earner and cared for wealth, and when you do make any purchase, it's typically only the ones that are 100% needed or after striking up the best deal you can live with. Cheapskates pride themselves on their ability to talk their way into spending less, even if it's one copper saved, they can ride the feeling of that deal for days.

Your hold onto your money so tightly that others tend to see you as borderline crazy, these traits of such vicious hoarding of wealth has made you a bit of a recluse, typically only getting along fully with others who share your way of life, though you can deal with other people, so long as the end result benefits you. Your family life is typically empty, seeing a mate and children only as unnecessary expenses, more mouths to feed, more backs to clothe. As for your self and your way of life, for a person who typically has money you never live better than a modest lifestyle, no need for lavish items that will cost you.

You likely gained your wealth from either operating a successful business, or inheriting money from a parent or family friend. Regardless of how you got it, all you know now is that it is yours and only. Your entire mentality boils down to "It's better in my pocket than in anyone else's".

 
Skill Proficiencies: Persuasion and Deception
Tool Proficiencies: Choose any one tool proficiency
Languages: One of your choice
Equipment: A set of common clothes, a pouch with 50gp, a small valuable item worth 50gp, a dagger
 
How you earned your money

There are many ways to make money, some legitimate, others less so, the way you made your money may alter how you treat and deal with the things and people around you.

d8 How you earned your money
1 Secretly murdered a relative to have their money
2 A crooked investor who "lost" the investors money
3 Inheritance
4 A successful business
5 A successful investment portfolio
6 Years of pinching ever piece of copper you could
7 A professional of an art or craft
8 Won a lottery
 
Feature: Deal Maker

You have a keen ability to make a deal, weather selling or buying, you will always try and get the best price you can, when you make a deal you ride the feeling, however, when you don't make a deal, the sickness of the loss lingers in your soul.

Any charisma check on buying/selling items for a better deal for yourself have advantage. When you win your first of these checks of the day you gain a +1 to STR and +1 to CHA until your next long rest, however, if you lose this check, weather you complete the transaction or not, you will be hindered with a -1 STR and -1 CHA until your next long rest.

 
Suggested Characteristics

Your selfishness has made you treat others with questionable judgement. 

d6 Personality Trait
1 A complete ass to everyone
2 Judgmental on everyone's spending habits
3 You can tolerate others, but you come off as "snobby"
4 You come off as mostly normal, until the flash of a coin catches your eye, then your desire to hoard boarders insanity
5 Instead of hoarding money, you hoard valuable objects, you can spend your coin for art, jewels and other items of value, which you hoard instead
6 You are nice to others, so long as they don't cost you anythying
d8 Ideal
1 Money. Wealth. To hell with everyone and anything that gets in my way of that
2 I would stab my best friend in the back as long as it pays out to me
3 I'd sell the clothes off my own back as long as I made a profit in the process
4 What's mine is mine, what's yours just isn't mine yet.
5 If you don't have money, you are less of a person to me
6 20gp is 20gp. Doesn't matter what the job is
7 It takes a lot to gain my friendship, but when you have it, I will take care of you, so long as I also see some benefit to it.
8 If the reason is good, I can spare a very small amount to help
 
Cheapskate Image

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