Journey To Launch

This week on the Journey to Launch podcast, I’m joined by Jackie Kasper, a fellow Journeyer who’s intentionally building a life of connection and financial freedom. Jackie is a mom of two, a director of operations at a Chicago-based fintech startup, and someone who's actively pursuing Financial Independence (FI) within the next 2–7 years.

Bill Perkins, author and founder, managing partner and head trader for Skylar Capital, joins the podcast to discuss how to live your best life no matter your income and his two decades of experience in the trading industry.

This week on the Journey to Launch Podcast, I’m speaking to fellow Journeyer, Christina Cates, a pediatric surgery physician assistant in Florida who pivoted from her career as a dietitian to triple her income and build a path toward financial independence (FI). Christina first discovered the FI movement through the Journey to Launch podcast and went all in—educating herself, shifting her money minds...

This week on the Journey to Launch podcast, I’m joined by Pat Flynn—digital entrepreneur, founder of Smart Passive Income, creator of Deep Pocket Monster, and author of Lean Learning: How to Achieve More by Learning Less. Pat shares how getting laid off from his dream job led to building a thriving online business, and how he’s stayed grounded while growing multiple ventures across podcasting, YouTube, community building, and even ...

In this episode of Journey to Launch, I’m joined once again by Travis Hornsby, founder of Student Loan Planner. Travis returns to break down the current state of student loans, including what’s changed under the Biden and Trump administrations, what borrowers should expect moving forward, and how to navigate the uncertainty with smart, strategic planning. Whether you're a recent grad or have six-figu...

This week on the Journey to Launch Podcast, I’m excited to welcome back the often called “Godfather of Financial Independence”, JL Collins, author of the bestselling book The Simple Path to Wealth. In this episode, we dive into how to stay calm and confident in today’s unpredictable market and why keeping it simple is still...

This week on the Journey to Launch Podcast, I am sharing a powerful conversation I had with Amina AlTai—holistic leadership coach, chronic illness advocate and author of The Ambition Trap: How to Stop Chasing and Start Living - to unpack the truths behind ambition, burnout, and redefining success. We explore the emotional ...

In this solo episode, I’m revisiting a blog post I wrote eight years ago—one where I boldly declared that I wanted to retire by 40. You’ll hear me read the post out loud and reflect on what actually came true, what’s changed since then, and the parts I didn’t expect. 

If you've ever thought about what your life could look like beyond the 9–5 or you're just start...

In this solo Q&A episode, I answer your top questions around investing, financial independence, and managing money through the ups and downs of real life. From overcoming investing fears to navigating inconsistent income, I share personal insights and strategies that have helped me make progress on the path to financial freedom.

You'll hear my thoughts on balanc...

In this special crossover episode, originally recorded for the Brown Ambition Podcast, Mandy Woodruff-Santos sits down with me and my sisters—Shaina McGregor and Imani Manning—for an honest conversation about our individual and shared journeys. We dive deep into our unique paths in entrepreneurship, wellness, and culinary arts. From Jamaica to New York and everywhere in between, this episode explores...

In this solo episode, I’m diving into a topic that’s been on my mind lately—how to balance lifestyle goals with financial goals. Inspired by a recent girls trip and conversations about how much life has changed, I reflect on what it really means to live a fulfilling life while still being smart about money. I share some insights straight from my book Your Journe...

In this solo episode of the Journey to Launch Podcast, I break down how to navigate the financial turbulence caused by recent economic changes. Whether it’s the unpredictable stock market, rising costs, or job insecurity, I’ll walk through the 2 intangible and 4 tangible steps you can take today to protect and grow your money. You’ll obtain actionable strategies that will help you feel more in contro...

April is Financial Literacy Month, and in this episode of the Journey to Launch Podcast, I’m celebrating by sharing how you can take control of your financial future and start your journey toward financial independence today. Financial literacy can feel overwhelming, but I’m here to guide you through simple steps to help you build wealth and reach your goals. I talk about my FIRE CALC tool, which I c...

In this episode, I introduce you to the FIRE Calc tool—a powerful resource I created to map out financial independence strategies. I share my personal journey of using the FIRE Calc to plan my exit from corporate America and explain how this tool can help you visualize your financial future with real numbers. Whether you’re just beginning your financial independence journey or looking to refine your ...

Is pursuing Financial Independence (FI) truly worth it, or is it just a fool’s errand? In this solo episode of Journey to Launch, I’m unpacking the hidden struggles of the FI journey—the sacrifices, the emotional rollercoaster, and the reality that more money won’t magically fix all your problems. From feeling cash-poor while building invisible wealth to navigating shifting goals and unexpected chall...

In this episode of the Journey to Launch Podcast, we welcome back entrepreneur, investor, and bestselling author Grant Sabatier. Grant shares insights from his new book, Inner Entrepreneur: A Proven Path to Profit and Peace, and reflects on his 10-year journey since reaching financial independence. He discusses how his financial philosophy has evolved, his experience selling and repurchasing Millenni...

This week on the Journey to Launch Podcast, I’m sharing some strategies to help you uncover extra money in your budget without working harder. By making small but impactful changes, you could potentially save hundreds—or even thousands—of dollars. I’m walking you through a simple five-day challenge designed to help you cut unnecessary expenses, lower your bills, and take control of your cash flow.

In this episode of the Journey to Launch Podcast, I explore the question: Do you really want to quit your job, or are you just bored? I dive into the motivations behind financial independence and why so many people feel dissatisfied with their jobs. Reflecting on my own journey, I encourage you to ask yourself whether quitting is truly the right solution or if you simply need a shift in your work env...

This week on the podcast, I am joined by Shannah Game, certified financial planner, trauma of money specialist, and author of Unraveling Your Relationship with Money. Shannah shares her journey from overcoming financial fears to becoming a money expert, emphasizing the emotional aspects of money management. We dive deep in...