27 episodes

We each have a different life path that leads to our success, but success looks different for everyone. In the I Should Have Learned This Sooner self-improvement podcast, host Tim Winfred dives into conversations with guests to discuss the life lessons we wish had learned sooner: From financial education, money and debt, mental health, entrepreneurship, career, starting a business, personal relationships, and more. Each episode is loaded with personal development and self-improvement tips, and probably a few bad jokes (that only the Millennial generation will get, most likely). Let’s dive into these topics together with an open mind and a desire to thrive. Follow Tim on Instagram and Twitter at @contimporary and visit LearnedSooner.com for more information.

I Should Have Learned This Sooner – Discussing life lessons for self-improvement Tim Winfred

    • Education

We each have a different life path that leads to our success, but success looks different for everyone. In the I Should Have Learned This Sooner self-improvement podcast, host Tim Winfred dives into conversations with guests to discuss the life lessons we wish had learned sooner: From financial education, money and debt, mental health, entrepreneurship, career, starting a business, personal relationships, and more. Each episode is loaded with personal development and self-improvement tips, and probably a few bad jokes (that only the Millennial generation will get, most likely). Let’s dive into these topics together with an open mind and a desire to thrive. Follow Tim on Instagram and Twitter at @contimporary and visit LearnedSooner.com for more information.

    From Renting to Financial Independence: The Power of House Hacking - Feat. Rachel Ramirez

    From Renting to Financial Independence: The Power of House Hacking - Feat. Rachel Ramirez

    In this episode of the "I Should Have Learned This Sooner" podcast, host Tim Winfred sits down with Rachel Ramirez, a nurse turned real estate investor, to discuss her journey into house hacking and her goal of achieving financial independence. Rachel shares how she transitioned from paying high rent to owning a property that covers her mortgage through rental income. They delve into the house hacking strategy, the challenges and rewards of being a landlord, and the mindset shift required to ...

    • 52 min
    Destroying Limiting Beliefs and Embracing Self-Worth - Feat. Neal Brownell

    Destroying Limiting Beliefs and Embracing Self-Worth - Feat. Neal Brownell

    In this episode of the "I Should Have Learned This Sooner" podcast, host Tim Winfred engages in a captivating conversation with Neal Brownell, also known as The Crazy Inventor. Neil shares his personal journey of self-discovery and growth, highlighting the profound impact of destroying limiting beliefs and embracing self-worth.From a young age, Neal was labeled as mentally deficient due to his visual impairment. However, a pivotal moment occurred when his now-retired teacher, Mrs. Anderson, s...

    • 59 min
    Embracing the Moment: Artistic Reflections on Self-Growth - Feat. Tom Goss

    Embracing the Moment: Artistic Reflections on Self-Growth - Feat. Tom Goss

    In this episode of the "I Should Have Learned This Sooner" podcast, host Tim Winfred dives in a deep and insightful conversation with his guest, Tom Goss, an artist and musician based in Los Angeles. As a seasoned artist with over a decade and a half of experience in the industry, Tom shares his unique insights on what truly makes people happy and the importance of embracing the present moment in creative expression.Tom reflects on his personal journey as an artist and the lessons he has lear...

    • 54 min
    For the Love of Real Estate: From Flipping Houses to Helping Buyers Find Their Dream Homes - Feat. Mindy Jensen

    For the Love of Real Estate: From Flipping Houses to Helping Buyers Find Their Dream Homes - Feat. Mindy Jensen

    In this episode, host Tim Winfred sits down with Mindy Jensen, host of the Bigger Pockets Money Podcast. Together, Tim and Mindy discuss their shared passion for real estate and dive into Mindy's journey as a real estate agent and house flipper.Mindy shares why she decided to pursue a career in real estate, her love of looking at houses, and what inspires her creativity as a house flipper. They also touch on the importance of being a responsible and caring real estate agent who prioritizes th...

    • 57 min
    The Power of Tips: Financial Freedom for Tipped Industry Professionals - Feat. Barbara Sloan

    The Power of Tips: Financial Freedom for Tipped Industry Professionals - Feat. Barbara Sloan

    Join host Tim Winfred as he delves into the world of personal growth and financial advice in the tipped industry. In this episode, Tim interviews Barbara Sloan, author of the book "Tipped," which offers invaluable financial guidance for the millions of Americans working in tipped industries.Barbara shares her expertise and insights gained from her 20 years of experience as a bartender, stripper, go-go dancer, and more. Discover the challenges faced by tipped workers, the unique financial cons...

    • 51 min
    Navigating Financial Trauma: Overcoming Insecurities and Building Financial Empowerment - Feat. Rahkim Sabree

    Navigating Financial Trauma: Overcoming Insecurities and Building Financial Empowerment - Feat. Rahkim Sabree

    In this episode of the "I Should Have Learned Sooner" podcast, host Tim Winfred sits down with Rahkim Sabree, a financial trauma specialist, to explore the concept of financial trauma and its impact on individuals' relationship with money. Rahkim shares his definition of financial trauma and explains how it exists on a spectrum, ranging from major traumatic events like evictions and job losses to smaller traumas like receiving poor financial advice.Drawing from personal experiences of g...

    • 48 min

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