In today’s Office Hours, Eric answers Sara's question: Should I be trying to pay off my mortgage early with extra payments or put that money to a different use?
Of course, this is another case of "it depends." Listen to Eric explain when it may be a good idea to invest that extra money and when it's okay to make that mortgage number start falling.
Have a q ... Show More
Mar 2026
Reinventing Retirement: Jack Calhoun Shares Wisdom on Purpose, Identity, and Encore Careers
Welcome back to Don’t Retire… Graduate! In today’s episode, we’re exploring one of the most critical and overlooked aspects of retirement: transitioning your identity, purpose, and fulfillment as you move into the next chapter of life. Joining me for this conversation is Jack Cal ... Show More
35m 7s
Feb 2026
Discover Your Money Personality: Approachable, Practical, and Human Financial Wellness
Welcome back to Don’t Retire… Graduate! In today's episode, we're diving into a topic that resonates with so many retirees and those preparing for retirement: how to graduate from guilt and finally feel good about spending in retirement. Joining me is Linda Grizely, a personal fi ... Show More
34m 39s
Dec 2021
Should I Pay Off a Small Mortgage?
With just a little bit of principal left on the mortgage, is it okay to pay it off in one fell swoop?Have a money question? Email us, ask jill [at] jill on money dot com.Please leave us a rating or review in Apple Podcasts."Jill on Money" theme music is by Joel Goodman, www.joelg ... Show More
7m 6s
Sep 2025
Should You Pay Off Debt or Invest First? The Answer Might Surprise You (Money Q&A)
In this episode of the Personal Finance Podcast, we are going to do a Money Q&A about should you pay off debt or invest first. Today we are going to answer these questions: Question 1: Should I build my emergency fund to $20,000 first, or start paying down my mortgage and investi ... Show More
37m 34s
May 2023
Office Hours: Using Real Estate to Build Wealth, How to Use Your Discretionary Income, and Best Practices Around Mentorship
Scott gives his thoughts on how to use real estate to build wealth, all while being burdened by student debt. He then answers a listener’s question about whether to use discretionary income to visit other company offices. He wraps up by discussing how he thinks about mentorship.
... Show More
20m 33s
Jun 2022
621: Seeing Greene: Is Paying Off My Mortgage Early a Mistake?
Paying off your mortgage early—to some people, this sounds like a dream scenario. But to others, it could be a cash-tastrophe. We can already hear real estate investors yelling out “always use leverage”, “what about the low interest rates!?”, and “you can scale so much quicker!” ... Show More
46m 9s