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?

⭐️Get our FREE Accomplishments Tracker: https://fabulous-butterfly-83716.myflodesk.com/n8yzvrtw9v

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

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.

Your words at work matter more than you think.
If you’ve ever been told to "work on your communication" or felt unsure how to respond to vague feedback about being "too assertive"—this episode is for you.

I’m breaking down 10 common workplace phrases that can quietly sabotage your professional image—and giving you smarter alternatives that build influence, show leadership, and help you play the corporate game strategically.

We’re not here for passive-aggressive HR speak. We’re here to sound like leaders.

In this episode, we discuss:

• What are the most common workplace phrases that hurt your career?

• How can you replace passive or defensive language with power language?

• What should Gen Z avoid saying to managers and teammates?

• How do you set boundaries without sounding difficult?

• Why is “how you say it” more important than “what you say”?

⭐️Get our FREE Accomplishments Tracker: https://fabulous-butterfly-83716.myflodesk.com/n8yzvrtw9v

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

Kendall Berg pulls no punches in this conversation with certified life coach and communication expert Amy Green Smith. From the outside, high achievers seem like they have it all together—but beneath the promotions and packed calendars is a brewing identity crisis. Amy unpacks why burnout hits the most accomplished professionals the hardest—and how tying your self-worth to your performance is the fastest way to lose yourself.

People-pleasing isn’t just a “nice girl” habit. According to Amy, it’s a survival strategy many of us learned as kids—and it’s still running the show in the boardroom. Together, Kendall and Amy break down how to recognize those self-sabotaging behaviors, communicate assertively without coming off like a jerk, and set boundaries that actually stick. Plus, Amy offers her go-to scripts and practical tips to help listeners reclaim their bandwidth and emotional space.

In this episode, we discuss:

• How do I stop tying my identity to my job?

• What are signs that I’m a people-pleaser at work?

• How can I be assertive without being aggressive?

• What’s the right way to set boundaries in the workplace?

• How can high performers avoid burnout?

⭐️Get our FREE Accomplishments Tracker: https://fabulous-butterfly-83716.myflodesk.com/n8yzvrtw9v

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

Amy Green Smith is a certified and credentialed life coach and hypnotherapist, masterful speaker, and personal empowerment expert. Amy uses her roles as coach, writer, podcaster, and speaker to move individuals to a place of radical personal empowerment and self-worth.

With acute focus on helping people “find their voice”, she is highly sought after for her uncommon style of irreverence, wisdom, and humor and has been a featured expert in Inspired Coach Magazine and on Fox 5 San Diego.

website: https://amygreensmith.com/

Instagram: https://www.instagram.com/heyamygreensmith

Linkedin: https://www.linkedin.com/in/heyamygreensmith/