A core step to building wealth is creating a diversified investment portfolio. But when it comes to our jobs, we often do the exact opposite — we‘re told to specialize and stick to a single career or industry until we make it to the top. But what if that’s not possible anymore? Entrepreneur and Harvard Business School lecturer Christina Wallace joins us to talk about how the job market has changed, and why it’s so important to diversify our skill sets beyond our 9-to-5. In Mailbag, we answer questions about buying a house in a HCOL area and saving for multiple goals at once. In Thrive, how pets can improve your mental health.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Being talked over by your manager? Dealing with a coworker who won’t pull their weight? So many of the problems we face at work have to do with communication. In this episode, we dive into tips and tricks for navigating tricky, tense, or downright awkward workplace conversations. Helping us is Jenn Whitmer, a leadership expert and Enneagram coach who helps companies solve conflict and build better relationships. In Mailbag, we answer questions about paying off car loans and juggling different financial priorities. In Thrive, Denise Piazza of One Street Capital joins us to share the top 5 tax secrets of the super wealthy.

Learn more about your ad choices. Visit megaphone.fm/adchoices

You can’t talk about money without talking about emotions — and the emotions we associate with money conversations usually aren’t so great. Fear and guilt often prevent us from enjoying our money, being proactive, and building a solid financial future. How can we get to the root of these feelings and learn to connect money with happiness? Lawyer and financial expert Scarlett Cochran is here to help us answer those questions. In Mailbag, we talk about whether to keep or sell a house after divorce. In Thrive, how to travel for cheap.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Credit card debt is at a record high. If you’re struggling to pay down your balance, you’re not alone — and we’ve got an expert in the house to help. Personal finance reporter Jennifer Streaks joins us to share everything you need to know about credit cards, how to use them responsibly, and what you can do to pay off your debt as quickly as possible. We also discuss tips for building and maintaining great credit. In Mailbag, we answer questions about transitioning to Medicare and HSAs versus FSAs. In Thrive, easy food swaps to save money during inflation.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Many of us grew up hearing, “Winners never quit, and quitters never win.” But when it comes to a toxic job or bad investment, quitting can be the absolute best choice — as long as you do it right. Former professional poker player Annie Duke built her career on knowing when to hold and when to fold. She joins us to talk about why it’s so crucial for us to be able to cut our losses, and how we can make that decision with confidence. In Mailbag, we discuss the best ways to stash our savings.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Tax day is just around the corner, and we’ve got tax expert Robbin Caruso here to answer all of your biggest questions. We hear from one listener who’s wondering whether state stimulus checks count as taxable income, and another who isn’t sure if she needs to pay quarterly taxes. We also tackle questions about changing your filing status on your W-4, and tax strategies to keep in mind when using a 529 college savings plan.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Since the start of the pandemic, a record number of people have undergone a “great money reset” — they’ve quit their jobs, changed careers, retired early, or started new businesses. So, how do we make these changes happen financially? CBS News business analyst Jill Schlesinger joins us to break down how you can do your own great money reset by analyzing your money, curbing your spending, and throwing financial assumptions out the window. In Mailbag, we answer questions about estate planning and working as an independent contractor. In Thrive, the secret money habits of super savers.

Learn more about your ad choices. Visit megaphone.fm/adchoices

We all assume that our money is safe in our bank accounts, but what happens when it’s not? Peter Polson, CEO of budgeting spreadsheet company Tiller Money — which had almost all of its funds stored at Silicon Valley Bank — joins us to talk about his experience navigating the recent crisis. Plus, he shares the top lessons individuals should take from the bank’s failure, including ways we can all better protect ourselves from financial instability.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Have you ever thought about what you might regret at the end of your life? What if there was a way to know what those regrets are right now? Hospice doctor Jordan Grumet has heard firsthand from his patients about what they wish they’d done differently, and he’s published those insights in his book, “Taking Stock.” Jordan joins us to talk about how we can all achieve a fulfilling and regret-free life, and how we can use money as a tool to help us get there. In Mailbag, we answer questions about organizing financial documents and finding a financial advisor. In Thrive, free tax tips for 2023.

Learn more about your ad choices. Visit megaphone.fm/adchoices

Pets are a part of our families — but they can also be expensive. That’s why we’re here to answer all your questions about budgeting for your furry friends, and we’ve got a pet expert on board to help us. Rob Jackson is the founder and “Chief Pet Protector” at Healthy Paws, a pet insurance plan, and he’s also the creator of the Healthy Paws Foundation. Rob and Jean tackle questions about how to determine a pet’s temperament before you adopt, whether you should set aside savings in advance for unexpected treatments, how pet insurance works for older animals, and more.

Learn more about your ad choices. Visit megaphone.fm/adchoices