Journey To Launch

Jamila Souffrant

  • 1 hour 3 minutes
    Episode 467: Caregiving for Loved Ones & Entrepreneurship While Building Financial Freedom w/ Keisha Wilson

    This week on the Journey to Launch Podcast, I'm joined by healthcare compliance expert and entrepreneur Keisha Wilson for a powerful conversation about career pivots, betting on yourself, caregiving, and building financial flexibility before you realize you'll need it.

    Keisha shares how she transitioned from corporate leadership into entrepreneurship, how that decision gave her the flexibility to care for her mother through stage four cancer and a devastating home explosion, and why preparation, advocacy, and hard financial conversations matter more than we think. This episode is about resilience, faith, and creating options that protect your peace and your family.

    In This Episode, Keisha Shares:

    • How medical coding became a high-demand, lucrative career path and why skill-building creates long-term flexibility
    • What it really takes to leave a steady paycheck and build a consulting business from scratch
    • The emotional and financial realities of caregiving and why advocacy and second medical opinions matter
    • The importance of wills, healthcare proxies, power of attorney, and financial transparency before crisis hits
    • Why building freedom and flexibility now can prepare you for life's unexpected turns

    What's New in the Paperback Edition of Your Journey to Financial Freedom

    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with Keisha:

    Connect with me:

    25 February 2026, 3:37 pm
  • 58 minutes 48 seconds
    Episode 466- Balancing Corporate Life While Owning Property in Jamaica & Running an Airbnb w/ Leanne Pinkard

    In this episode, I chat with Lee-Ann Pinkard, who was born and raised in Kingston, Jamaica, and later moved to the U.S. for college at Howard University. She built a career in construction project management and, years later, purchased a beachside property in Jamaica that she now runs as a short-term rental, a property I personally had the pleasure of staying in.

    We explore what it really takes to buy property in Jamaica, the realities of managing an Airbnb from abroad, how she balances corporate life, motherhood and her long-term plan to retire back home.

    In this episode, we discuss:

    • Lee-Ann's journey and career path – Growing up in Kingston, studying engineering at Howard University, and building a career in construction management in the U.S.
    • Buying and financing property in Jamaica – What it really takes to purchase abroad, how mortgages and banking differ from the U.S., and the importance of local connections
    • The real costs and challenges of owning an overseas Airbnb – Unexpected expenses, hurricane impacts, solar panel investments, and managing a short-term rental remotely
    • Investing with purpose and planning for retirement – The emotional connection to returning home, building long-term wealth, and redefining retirement beyond simply not working

    What's New in the Paperback Edition of Your Journey to Financial Freedom:

    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with Lee-Ann & Learn More About Sea Miracle Jamaica:

    Connect with me:

    18 February 2026, 10:00 am
  • 51 minutes 40 seconds
    Episode 465: Burnout, Boundaries & Building the Capacity for More Money w/ Dr. Kerriann Peart

    Burnout is often treated like a personal failure but what if it's actually a signal that something deeper is out of alignment?

    In this episode of the Journey to Launch Podcast, I'm joined by executive coach and organizational change strategist Dr. Kerri Ann Peart for a powerful conversation about burnout, boundaries, identity, and what it really takes to grow into higher levels of financial success without sacrificing your well-being.

    We talk about how burnout actually shows up in high-achieving women, how perimenopause and work stress can overlap, and why earning more money isn't just about doing more, it's about becoming the person who can sustainably hold more.

    In This Episode, Kerriann Shares:

    • Burnout isn't a personal failure it's often a sign that your work, identity, or values are out of alignment
    • You can't out-earn burnout; if you don't do the inner work, it follows you from job to job and even into entrepreneurship
    • Financial growth requires expanding your capacity and competency, not just working harder or longer
    • Boundaries, self-respect, and who you're being day-to-day determine how much money and responsibility you can sustainably hold

    What's New in the Paperback Edition of Your Journey to Financial Freedom:

    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with Dr. Kerriann:

    Connect with me:

    11 February 2026, 10:00 am
  • 26 minutes 21 seconds
    Episode 464: A Birthday Episode: A Reflection on Growth, Meaning & Trusting Myself

    In this special birthday reflection episode, I'm slowing things down and turning inward. I'm sharing where I am in this season of life, what feels solid, what feels unclear, and what I'm intentionally leaving open.

    Birthdays always make me pause. They give me space to reflect, to check in with myself, and to notice how much has changed internally and externally. In this episode, I'm asking myself honest questions and inviting you to sit with them too.

    This journey is about so much more than money. It's about who we're becoming along the way.

    🎧 What I Talk About in This Episode

    • Why not having everything figured out doesn't mean you're behind
    • How my definition of success has shifted over time
    • Why flexibility, autonomy, and spaciousness feel like true wealth to me right now
    • Reflection questions I'm asking myself as I enter a new year of life
    • How I'm learning to stop forcing clarity and trust myself more deeply

    What's New in the Paperback Edition of Your Journey to Financial Freedom:

    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with me:

    4 February 2026, 2:31 pm
  • 32 minutes 47 seconds
    Episode 463: Confessions of My "Bad" Money Habits & What Actually Matters for Financial Freedom

    In this solo episode, I'm getting real about something we don't talk about enough in personal finance: imperfect money habits. I'm peeling back the curtain on my own so-called "bad" money habits and explaining why perfection is not required to build wealth, feel financially secure, or move forward on your journey.

    I also take a moment to acknowledge the heaviness many of us are feeling in the world right now and share how I personally process current events while staying grounded.

    What You'll Learn in This Episode:

    • Why you don't need perfect money habits to build wealth or feel financially secure
    • How your personality and stage of the financial journey affect how you manage money
    • Why having a strong financial foundation gives you more room for mistakes
    • How to treat money management as a skill you can strengthen when needed

    What's New in the Paperback Edition of Your Journey to Financial Freedom:

    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with me:

    28 January 2026, 10:00 am
  • 41 minutes 42 seconds
    Episode 462: How to Own Your Time and Design a Life That Puts Family First with Andy Hill

    In this episode of the Journey to Launch Podcast, I'm welcoming back Andy Hill, award-winning family finance coach and the voice behind Marriage, Kids & Money, and this conversation is all about what it truly means to own your time.

    Andy shares how he and his wife intentionally used money as a tool to gain flexibility, move away from the corporate grind, and design a life centered around family, health, and presence. We talk honestly about the financial moves that made this possible, the mistakes along the way, and how redefining "wealth" helped them build a life they actually enjoy living.

    What You'll Learn in This Episode
    • How Andy and his wife aligned on shared values and used money to gain more time with their family
    • Why paying off debt, reaching Coast FIRE, and lowering fixed expenses created real flexibility
    • The emotional side of aggressive saving, marriage tension, and finding a healthier middle ground
    • How building "FU money" made entrepreneurship and part-time work possible without panic & much more!
    What's New in the Paperback Edition of Your Journey to Financial Freedom:
    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with Andy:

    Connect with me:

    21 January 2026, 11:12 am
  • 29 minutes 32 seconds
    Episode 461: How to Stay on Your Financial Journey When Life Changes

    Even the best financial plans need room to breathe. Life changes. Priorities shift. Unexpected things happen. And none of that means you've failed.

    In today's episode, I walk you through how to normalize detours, reassess your financial foundation, and realign your plan with the season of life you're actually in, not the one you thought you'd be in.

    I also share personal updates about seeing my book "in the wild" from airport bookstores to international editions and why I'll never stop being grateful for that moment.

    In this episode, I talk about:
    • Why detours and setbacks don't erase your progress and how to reframe them as recalibrations
    • How to reassess your financial foundation when life changes, including your numbers and emotional bandwidth
    • When it can make sense to pause aggressive debt payoff or investing and use automation to stay afloat
    • How core values can guide you as you rebuild your plan without abandoning your long-term commitment + more
    What's New in the Paperback Edition of Your Journey to Financial Freedom:
    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with me:

    14 January 2026, 10:00 am
  • 26 minutes 17 seconds
    Episode 460: The Call No Parent Wants to Get: The Day I Learned What Freedom Really Means
    Sometimes life doesn't go as planned. In this episode, I share the story of a call from my son's school that changed my day in an instant and what it taught me about real wealth, freedom, and being present for what matters most. I reflect on what real wealth looks like, not in bank accounts or net worth, but in the freedom to stop, respond, and be present when life happens. I also talk about why I wrote Your Journey to Financial Freedom as a roadmap and guide, and how the new paperback edition includes a bonus chapter to help navigate unexpected detours, setbacks, and uncertainty. This episode is about presence, perspective, and the true meaning of financial freedom and it's a reminder that your journey is yours, detours and all. In this episode I share:
    • Freedom isn't just financial it's the ability to make choices when life happens.
    • Real wealth is the flexibility to be present for what truly matters.
    • Your financial journey is a roadmap, not a rigid plan detours are part of the process.
    • Life happens. You're not failing. You're living.
    What's New in the Paperback Edition of Your Journey to Financial Freedom:
    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with me:

    7 January 2026, 10:00 am
  • 4 minutes 44 seconds
    The Paperback Is Out Today! What's New in Your Journey to Financial Freedom

    The paperback edition of Your Journey to Financial Freedom is officially out today 1/6/26!

    Go to yourjourneytofinancialfreedom.com to grab your copy (and bonuses)

    In this short solo episode, I share why releasing the paperback felt important, what's new in this edition, and how it reflects the reality that life doesn't always follow a straight financial path.

    The paperback includes a new bonus chapter, When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty, as well as a book club guide to help spark deeper conversations around money.

    I also share how to get the paperback and receive two special bonuses: the FIRE Starter Course and the Find Your FIRE Number Worksheet.

    Go to yourjourneytofinancialfreedom.com to grab your copy and bonuses!

    Get it directly from Amazon here and find the other places to buy at yourjourneytofinancialfreedom.com

    6 January 2026, 10:00 am
  • 25 minutes 55 seconds
    Episode 459: 5 Money Moves to Reset, Realign, and Move Forward
    In this episode, I walk you through five simple money moves designed to help you feel more grounded and in control of your finances. These are not drastic changes or big resolutions, but intentional steps that create clarity, ease, and forward momentum no matter where you are starting from.

    This conversation is about meeting yourself where you are, understanding your current season, and making progress without pressure. Financial freedom is built through alignment, awareness, and compassion, not perfection.

    Whether you are looking for a fresh start, a mid-year check-in, or a gentle reset with your money, these small shifts can help you move forward with more confidence and intention.

    In This Episode, I Discuss:

    • Why naming the season of life you're currently in is the foundation for setting realistic financial expectations
    • How identifying your Journeyer Stage helps you focus on the right financial priorities
    • Why checking your numbers without shame or judgment is essential for moving forward
    • One small financial action you can take today to reduce mental load and stress
    What's New in the Paperback Edition of Your Journey to Financial Freedom:
    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with me:

    31 December 2025, 10:00 am
  • 25 minutes 55 seconds
    Episode 458: A Season of Reflection & A Preview of the Brand New Your Journey to Financial Freedom Paperback Book
    As we celebrate the holidays and the year comes to a close, I reflect on the journey behind my book, Your Journey to Financial Freedom, and share why the upcoming paperback edition feels especially meaningful.

    I also open up about what financial freedom looks like beyond hitting a specific number, why flexibility and choice matter more than perfection, and how having a framework not a rigid plan has helped me adjust as life has changed. This episode is both a behind-the-scenes look at the book and a reminder that meaningful progress starts by simply beginning.

    In this episode, I discuss:

    • Why I wrote Your Journey to Financial Freedom and the gap I wanted it to fill beyond the podcast
    • How my life and mindset have shifted since the hardcover release and why pivots are a natural part of the journey
    • What's new in the paperback edition, including updated numbers, a bonus chapter, and a built-in book club guide
    • Why planning for uncertainty is just as important as planning for growth
    • How financial independence is really about having choices, not just reaching a FIRE number
    What's New in the Paperback Edition of Your Journey to Financial Freedom:
    • A bonus chapter: When Life Happens: Staying on the Path to Financial Freedom Through Setbacks, Shifts, and Uncertainty
    • A book club and discussion guide with prompts, exercises, and action steps
    • Updated corrections from the original hardcover
    • Exclusive bonuses when you purchase the paperback, including:
      • The Fire Starter Course
      • The Find Your FIRE Number Worksheet

    Other related blog posts/links mentioned in this episode:

    Connect with me:

    24 December 2025, 10:00 am
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