Well the financial math is simple, no $5k is not enough for you both. The relationship math is simple as well. After five years of dating, you're probably get

Well the financial math is simple, no $5k is not enough for you both. The relationship math is simple as well. After five years of dating, you're probably getting to the point where you are going to get married or break up. If you think you are going to get married, why would you uproot your life with a full time job when you are in debt? YCombinator is not a silver bullet to start up success. Work on something from home in your spare time. Find out more about your talent for this type of thing.