Kate Wendleton, founder and president of national job coaching organization The Five O'clock Club says the decision should hinge on which position will do your career the most good in the long run. Though job seekers are almost always heavily swayed by money, she advises looking at how a job will affect both your day-to-day life and your future career prospects. A client of Wendleton's who worked in financial consulting, wound up with three offers at the same time.