Willing & Winning

Willing & Winning

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Willing & Winning episodes

  • How to Stop Feeling Stagnant

    Winter is officially gone and Spring hath sprung! With a new season of life I am choosing to lean in and embrace new hobbies! I’m hoping to inspire you to do the same!


    Stay Caught Up With Me and the Podcast:

    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    33 min
  • My Experiences with Dating and My Current Relationship Status

    Over the last year while I was growing through the breakup I’ve spoken about, here on the podcast. I also was dating someone known as The Stallion ( that relationship has also since dissolved ). When I was at my most single, I admit I was all over the dating apps - Hinge, Bumble, Grindr, yep I was there. Dating is an experience with each partner we choose to date but overall it is just an experience in the journey to finding love. Today, I am sharing my experiences in dating, delivering updates on my current relationship status, and a few of my own personally established dating how-to’s.


    Stay Caught Up With Me and the Podcast:

    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    17 min
  • The Awareness of Growing Up

    It is crazy to think how one day we are children and then all of a sudden we aren’t. One day we had 0 responsibilities and then suddenly we had 1,000. Today I am sharing my thoughts on growing up and what I believe it may ( or may not ) mean.


    Stay Caught Up With Me and the Podcast:

    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    10 min
  • Living Life by Your Design

    When you wake up in the morning, do you feel like you are waking up to a life you created for yourself? A life that makes you excited about waking up each day? This is how we ALL should be feeling when we start each day. In today’s episode, I am sharing tips on how to take action steps towards creating a life you want to be excited about waking up to every day!


    Stay Caught Up With Me and the Podcast:

    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    13 min
  • Wasting v. Investing ,, Time & Money… It’s a Mindset

    I previously spoke about my thoughts on money and finances here on the podcast before but my thoughts on the subject have grown since the last time I spoke about it and I no longer just see spending or investing to be just about the $. It also includes spending or investing into our lives because yes, it IS all connected!


    Stay Caught Up With Me and the Podcast:

    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    22 min
  • I Miss My Family

    Lately in my reflections, something that has been coming up in my mind more frequently is my family. I think about how much we have grown from each other since the last time we were all together and that does in many ways tear at my heartstrings. Today I am sharing thoughts from my reflections on missing my family.


    Stay Caught Up With Me and the Podcast:

    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    17 min
  • Owning My Mistakes

    Today I am talking about owning our mistakes because I have no shame in admitting I have definitely made quite a few in my young adulthood but I also know wallowing in our wrong doings doesn’t make us any better!


    Stay Caught Up With Me and the Podcast:



    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    11 min
  • Dealing with My Vices

    A vice. it doesn’t matter what it is , we all have at least one. Today I am getting a bit more vulnerable with you and sharing the vices I’ve got, reflecting how I invited these habits into my life and how I’m working toward breaking my poor habits! Let’s create healthier boundaries with more than just people this year !


    Stay Caught Up With Me and the Podcast:



    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram


    15 min
  • Focusing on Making Changes vs. The Actual Changes

    When it comes to making changes in our lives I have come to believe that we get so caught up on what the change is that aren’t allowing ourselves to focus on the action. On today’s episode I am sharing what helps me focus on making changes in my life!


    Stay Caught Up With Me and the Podcast:



    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    12 min
  • Life Updates & 2025 So Far…

    Welcome to the new year ! Since it has been a while since we’ve got to chat over the mic I wanted to come back on with a few life and career updates!



    Stay Caught Up With Me and the Podcast:



    Follow @issawillhill on Instagram

    Follow @will2winpodcast on Instagram

    17 min

About Willing & Winning

From the publisher's feed

Welcome to the Willing + Winning podcast, come join me- Will Hill, your host, digital bestie, mentor, etc., etc.,, . I've created space within my digital platform to allow us to connect beyond the…