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
    • 4.3 • 21 Ratings

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 take the leap into real estate investing. Join Tim and Rachel as they explore the power of house hacking and how it can pave the way to financial freedom. Don't miss this insightful conversation filled with valuable tips and inspiration for anyone looking to break free from the rental cycle and build wealth through real estate.

    • 51 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, saw beyond these labels and recognized Neal’s intelligence. Through her unwavering belief in him and the assignments she gave, Neal’s perception of himself began to shift.
    The discussion delves into the power of the brain and its ability to confuse reality with vivid imagination. Neal emphasizes that our brains cannot distinguish between past experiences and present moments, often leading to repetitive patterns of behavior unless we consciously reframe our beliefs.
    With vulnerability and authenticity, Neal recounts his journey of self-discovery, including the importance of therapy and coaching in fostering personal growth. The conversation touches upon the transformative potential of breaking generational curses and liberating oneself from the limitations imposed by past conditioning.
    Join Tim and Neal as they explore the profound impact of recognizing self-worth, challenging societal labels, and embarking on a journey of personal growth. Discover how unraveling limiting beliefs can lead to a life of authenticity, empowerment, and happiness.

    Learn more about Neal and follow his journey at https://www.youreamazingandillproveit.com

    For transcriptions of this episode and more, visit https://learnedsooner.com.

    Follow Tim Winfred on Twitter and Instagram at @contimporary (it's like "contemporary" but more fun).

    • 58 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 learned along the way. He highlights the significance of prioritizing self-care and meeting one's own needs before seeking validation from others. The pair delve into the transformative power of art, discussing how the creative process allows artists to capture and immortalize moments in time.
    Join Tim and Tom in this inspiring conversation as they dive into the depths of artistic expression and the profound impact it can have on one's journey towards self-discovery and fulfillment.
    Follow Tom on Instagram and Twitter at @TomGossMusic, or visit tomgossmusic.com to learn more.

    For transcriptions of this episode and more, visit https://learnedsooner.com.

    Follow Tim Winfred on Twitter and Instagram at @contimporary (it's like "contemporary" but more fun).

    • 53 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 the needs of their clients.

    Join Tim and Mindy as they delve into the world of real estate. If you are interested in becoming a real estate agent, you won't want to miss this episode.

    Follow Mindy on Instagram and Twitter at @MindyAtBP.

    For transcriptions of this episode and more, visit https://learnedsooner.com.

    Follow Tim Winfred on Twitter and Instagram at @contimporary (it's like "contemporary" but more fun).

    • 56 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 considerations they encounter, and the strategies to achieve financial freedom in this often overlooked sector.

    If you work in the service industry or know someone who does, this episode is a must-listen. Learn how to navigate the complexities of tipped income, overcome financial obstacles, and embrace a mindset of wealth-building. Let’s embark on a journey towards financial empowerment in the tipped industry together.

    Follow Barbara on Instagram and Twitter at @tippedfinance, or visit https://tippedfinance.com for more information.

    • 50 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 growing up in poverty and later transitioning to entrepreneurship, Rahkim discusses the profound impact of financial trauma and the motivation it can create for achieving financial success. He also delves into the challenges and mindset shifts involved in transitioning from relying solely on investments to living off those funds.

    Join Tim and Rahkim as they navigate the complexities of financial trauma, discuss strategies for overcoming insecurities, and emphasize the importance of financial empowerment.

    Connect with Rahkim and learn more about financial trauma at https://rahkimsabree.com and https://rahkimsabree.substack.com/

    For transcriptions of this episode and more, visit https://learnedsooner.com.

    Follow Tim Winfred on Twitter and Instagram at @contimporary (it's like "contemporary" but more fun)

    • 48 min

Customer Reviews

4.3 out of 5
21 Ratings

21 Ratings

Jenniferc809 ,

Love this podcast

It’s practical, relatable, and cozy! Keep up the great work.

nnnhhhh8888 ,

Relatable and Authentic Life Lessons

I love listening to this podcast. I came across it searching “life improvement” and that is exactly what I feel is the purpose of these engaging conversations between Tim and his guests. They are authentically sharing their own stories, struggles, successes, and lessons they have learned on their journeys in a way that resonates deeply with me. When I listen to these podcasts I feel like I’m in a safe, judgement free zone where I can recognize and accept my flaws and think about ways to work with them. If you feel like you could benefit from some supportive insights as you navigate life, I highly recommend this podcast!

sino.thando ,

Just what I needed

I just found this podcast and I’m loving it. I can relate to the things they talk about so much and it’s really what I needed. Absolutely love it.

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