Analysed by her manager's 26-year-old niece, who has no experience and works remotely from Denver, makes $18,000 more than she does. Despite training her on our systems and handling three major accounts, I feel unappreciated. I haven't had a raise in two years and am considering confronting my boss directly or otherwise. Have a salary review with your boss to discuss your contributions, results, and the market rate for your role. If you can afford a $165-per-person dinner for your sister's 30th birthday, it may be a generous gesture. However, if it would cause financial strain, consider cancelling the dinner.