Show Notes
Money stress isn’t a personal failure—it’s a systems problem. In this episode, Lauren welcomes back Jesse Mecham, founder of You Need A Budget (YNAB), to unpack why so many high-achieving women still feel anxious about money—even when they’re earning more than ever. Jesse explains why the goal isn’t spending less, but spending with intention, and how a few mindset shifts can dramatically reduce money anxiety, decision fatigue, and guilt around spending. This conversation reframes budgeting as a tool for clarity, confidence, and actually enjoying your money again.
You’ll learn: Why earning more doesn’t automatically reduce money stress—and what actually does How “giving every dollar a job” creates confidence and ends constant financial second-guessing What modern money tools (like Buy Now, Pay Later and AI automation) get wrong—and how to use tech without losing awareness or control
Show Notes Weekly Newsletter Sign-Up: http://bit.ly/37hqtQW Jesse 2020 podcast: https://podcasts.apple.com/us/podcast/4-rules-for-gaining-control-of-your-money-and/id1434354911?i=1000489700656
Guest Resources: YNAB app: https://www.ynab.com/ YNAB YouTube: https://www.youtube.com/@YNABofficial
Career Contessa Resources Book 1:1 career coaching session: https://www.careercontessa.com/hire-a-mentor/ Take an online course: https://www.careercontessa.com/education/ Get your personalized salary report: https://www.careercontessa.com/the-salary-project/
Sponsors Head to cozyearth.com and use my code CONTESSA for up to 20% off. Sign up for your one-dollar-per-month trial today at shopify.com/careercontessa. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
More from Career Contessa
Think you need more discipline to reach your goals? Jia Jiang, bestselling author of Rejection Proof and Easy Discipline, explains why relying on willpower and working harder often backfires—and what to do instead. You’ll learn: Why traditional discipline doesn’t work for most people How enjoyment can make ambitious goals easier to sustain How to redesign your habits so progress requires less willpower
A bad manager can undermine your confidence, hurt your performance, and even derail your career. But what if quitting isn’t an option? Career coach and author Cathy Alfandre shares how to recognize a damaging manager, protect yourself while you stay, and create a strategic exit plan. Plus, learn how to spot red flags during the interview process so you don’t end up with another bad boss. You’ll learn: How to tell the difference between a demanding manager and a damaging one How to protect your confidence and career when you can’t quit How to spot manager red flags before accepting your next job
Why do so many successful women still feel like they're falling behind—even after achieving the career milestones they once dreamed of? Executive coach and former Google leader Brooke Taylor explains the hidden "Success Wound" that keeps high achievers chasing the next accomplishment without ever feeling like it's enough. Learn how to break free from the cycle of burnout, perfectionism, and self-doubt while pursuing ambition that actually feels fulfilling. You'll learn: Why burnout, perfectionism, and imposter syndrome may be symptoms—not the real problem. The five types of "Unfulfilled Achievers" and how to identify your own patterns. How to cultivate "aligned ambition" so you can pursue big goals without tying your self-worth to your achievements.
Landing a job in today's market takes more than submitting applications and hoping for the best. Recruiter, career coach, and content creator Emily Durham ("Emily the Recruiter") shares what hiring managers are actually looking for in 2026, the biggest mistakes candidates make, and the practical strategies that lead to more interviews and better offers. If you're job searching, considering a career pivot, or simply want to stay competitive, this episode is packed with actionable advice. You'll learn: What recruiters actually look for first on your resume, LinkedIn profile, and application. How to network, interview, and negotiate salary with confidence in today's hiring market. The three actions to take this week if you want to land a new job within the next 90 days.
Feeling the pressure to make a big career move before the year ends? You're not alone. In this episode, licensed clinical psychologist Anne Josephson explains why ambitious professionals often mistake burnout for clarity during the "Fall Crunch"—and shares practical, evidence-based strategies to manage anxiety, quiet overthinking, and make career decisions with confidence instead of urgency. You'll learn: How to tell the difference between burnout-driven impulsivity and a genuine desire for career change. Why tying your self-worth to productivity fuels anxiety—and how to break the cycle. Practical CBT and DBT techniques to reduce overwhelm, improve focus, and feel more grounded during high-pressure seasons.