<prompt> Human: This is less a financial question and more of a values question I suppose...My girlfriend of 4 years wants me to gift her 5k 8500 so she can get in better financial shape. We live together, but no plans of combining finances or marriage anytime in the near future. I am an American expat in the UK, and we both are employed full time. ---Her:Salary 1850month after tax-2k in overdraft-1k owes and wants to pay back her mom-1k owes me for recent vacation ---Me:Salary 4200 after tax27k cash in uk checking and savings50k cash in us checking savings55k in Roth IRA So total net worth of about 150k me and -6k her in usd.---My plans for the next year or so include wanting to go take a sabbatical from work and go freelance for more job freedom and choice. Tl:dr -Should I gift money to help clear my girlfriends debts and give her a bit more padding financially?  <response>: No, if you do itll start a cycle where you keep paying for her lousy money management. 