Stefanie O'Connell Rodriguez is a personal finance writer and host of the Real Simple podcast "Money Confidential." She describes how her upbringing as a child of immigrant parents influenced her attitude around frugality, and made her realize that the common discourse around money didn't speak to her experience. Plus, we talk about why the common recommendation for emergency fund savings might not be enough for you.

Chris Ramos is a personal finance aficionado. Chris received his undergraduate degree from Virginia Tech University, and proceeded to work in government for several years before deciding to pursue an MBA. He was admitted to the Tuck School of Business at Dartmouth, and faced a conundrum: attend a prestigious school and take on debt, or forgo the opportunity to avoid the expense? We talk about how his mom taught him the most important lessons about credit, how to leverage the power of smart balance transfers, and the risks and rewards of taking on student loans.

Miguel Fernandez is the founder of Capchase, a fintech platform that provides financing for software-as-a-service ("SaaS") companies. Miguel shares some of the biggest mistakes he made as a startup founder, and how those lessons helped Capchase raise almost $1 billion in financing. He also shares how growing up in Spain influenced his views on risk aversion, and who he is supporting in this World Cup.

Did you know that 13% of US drivers are uninsured? This week’s guest, Murray Macdonald, is on a mission to change that. Murray is the co-founder of the insurtech company Just Insure, which aims to provide affordable coverage using advanced data analytics. Murray grew up in South Africa, and talks about how witnessing extreme income disparities influenced his belief in the importance of equal access.

Jake Blum is not only an esteemed host of his own podcast, called Quakers and Makers, he’s also a financial planner with Northwestern Mutual. Jake shares what his keys to financial wellness are, and his journey from investment banking on Wall Street to running his own business.

Elizabeth a recent college graduate and creator of the platform MyTwoCentsFinance. While she was a full-time student, Elizabeth saved more than $20,000 that helped her achieve her goal of living in Spain after graduation. She shares her strategies for financial planning, and why setting ambitious "stretch" goals is an important step in this process.

Shay Bloch is a serial entrepreneur from Tel Aviv, Israel. Currently, he is the CEO of Jobox.ai, which is a platform that connects individuals freelance home services professionals. Shay shares what his biggest financial obstacle was as CEO, the toughest decisions he has had to make, and why sometimes, even money isn't enough to solve your problems.

Pinaman Owusu-Banahene is the founder and CEO of Adjoaa, an online fashion marketplace that highlights African designers. A graduate of the London School of Economics, Pinaman spent her childhood between Ghana and New Zealand. Although she initially began her career in public policy, she has since pivoted into the world of entrepreneurship, where she leverages her global perspective to connect customers with some of the most exciting designers in the world. She shares how her grandparents instilled their values on money management, and why "make it work" applies to more than just fashion.

According to the Wall Street Journal, housing affordability in the United States is at its lowest level since 1989. Prospective buyers are stuck on the sidelines, worrying about whether to pull the trigger or continue waiting on the sidelines. For many, the American Dream of home ownership has turned into the American Nightmare. Dave Rich is a real estate expert, who shares his perspective and tips on his blog Coinsnculture. He shares why he is still optimistic about real estate long-term, and strategies for saving up for a down payment.