I don’t care if you’re going to the bank for a hundred thousand dollar plus loan, or to your friend of 20 years for a thousand dollar loan, I stand firm on this rule, to always wear a jacket and tie when asking someone for money. Would you feel comfortable giving a large sum of your money to someone wearing sneakers and a T shirt? Did’t think so. Do yourself a favor, whether asking for a promotion, a loan, or whatever, dress the part when you are doing so. Make it a special occasion Even if you don’t ever have to wear a tie to work, and are looking for that promotion. The day you ask, put your best dress on.