Athlete There’s a lot on the line when managing your finances. I can coach you through the tough decisions. Share | Have A Question About This Topic? Address Thank you! Oops! Related Contents Tuning Your Social Security Benefit When should you take your Social Security benefit? Social Security: The $64,000 Question One of the most common questions people ask about Social Security is when they should start taking benefits. Investment Strategies for Retirement Investment tools and strategies that can enable you to pursue your retirement goals.