92. Why Staying at One Job Too Long Might be Financial Suicide with Amanda Wolfe

Amanda Wolfe built a 300K+ community from her bedroom—but that's not where her story starts. Growing up in poverty, with parents addicted to drugs, Amanda moved 12 times before sixth grade. She became the first person in her family to graduate college, only to discover that a salary alone wasn't enough to build financial security.

In this candid conversation, Amanda reveals how staying at her first job for 12 years became her biggest financial mistake, how she finally doubled her income, and why most people are financially stuck—even with "good jobs." Kendall and Amanda break down why financial literacy is the real ABCs of adulthood, and how anyone can start building true financial freedom—without waiting for the perfect moment.

They unpack the toxic comfort zones keeping people stuck, why obsessing over specific financial goals changes everything, and how to prepare financially before making a career pivot. Plus, Amanda shares the unfiltered truth about side hustles, social media income myths, and why most influencers don't make real money from followers alone.

In this episode, we discuss:

• What should you do if you feel financially behind in your 30s?

• How much should you really save in your emergency fund?

• Is it worth staying at a job just for comfort?

• How to overcome fear when changing jobs or negotiating salary?

• Do side hustles and social media actually make real money?

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That Career Coach

Want to know more about Kendal Berg, that career coach?

Follow her on Instagram: @thatcareercoach_

Check out her courses on the website: https://thatcareercoach.net/

Build out the tools you need to navigate the corporate game: — Self Driven Mastermind

Amanda Wolfe

I'm a self-taught financial educator who has built a community of over 300,000+ people to increase financial literacy for all. I was born into extreme poverty, and despite it all, I've reached a point in my 30s where I could stop saving any money and still retire comfortably in my early 40s.I have partnered with multi-million dollar corporations, created multiple money management courses, am a regular contributor to BiggerPockets Money podcast, and founded SHEWOLFEOFWALLSTREET, a community where I help thousands of friends, families, and strangers create debt payoff strategies, budgets and invest so that they can achieve financial freedom.

Website: shewolfeofwallstreet.com and our Instagram page.