Meet Richard Wilmore

We recently connected with Richard Wilmore and have shared our conversation below.

Hi Richard, really happy you were able to join us today and we’re looking forward to sharing your story and insights with our readers. Let’s start with the heart of it all – purpose. How did you find your purpose?
I was always a creative kid. I lived most of my childhood in an imaginary world where I played the adult role. I would spend hours by myself creating a curriculum for a classroom I made up in my head and had regular hours I kept as the grocery store owner in the abandoned building behind our house. For far too long I used my bed as a news desk and was a 13-year-old news reporter, solo anchoring the 10 pm news. I’ve always been in awe of creative people. Of people with “talent” because I never thought I had any. I was kicked out of band class in 4th grade and that’s when I stopped trying. It wasn’t until the Summer of 1997 that I realized what my superpower was. That Summer changed my life. I was between 7th and 8th grade and it was when I figured out what I would do with the rest of my life. I saw a rerun of The Rosie O’Donnell Show and I could feel the energy through the tv screen. I wanted to do that. I needed to do that.
That is what I must do with my life. Provide an entertaining, fun, judgment-free zone where creative people are celebrated. I wanted to make the world feel how Rosie made me and millions of others feel every day: seen, heard, and loved. I created a talk show set in my bedroom and got to work. Every day I hung a sign I made on printer paper that read “ON AIR” and for 60 minutes I pretended to talk to the biggest stars in the world. I’ve been hosting that show in one version or another (guess who has a show on TV now and talks to real people?) but it wasn’t until I started working for the arts-in-health nonprofit, Hearts Need Art, that I realized my ability to connect with strangers and comfort even the most nervous person is an art form.
Art comes in many forms. I always say most of my paintings are hung on the inside of a garbage can and that is fine by me. I love the process of pushing shiny paint around a canvas. I love how smooth it glides, the way the light hits it and it glistens. I love the way I don’t know anything about combining colors so there’s always a surprise at some point.
What I’ve learned so far: art, in any form, isn’t about the outcome. It’s about the process. It’s about the distraction and the way it calms your mind. It’s about expression and vision and uncertainty and hope and faith and fear and grief and everything in between.
Art can be loud and it can be silent. Take a breath and just be still. Be silent or let all the thoughts and feelings fly through your head and then use anything from pencils to pianos to release it.

Thanks, so before we move on maybe you can share a bit more about yourself?
“You do WHAT?” is usually the question I get after telling people how I make a living. Talk Show Host, Nonprofit CEO, Fashion Truck Owner, and Podcast Producer aren’t the typical responses to the question, “what do you do for work?” I’m really lucky that I have spent most of my adult life being able to create and play for a paycheck. Most of my days consist of being as imaginative and explorative as possible. Being able to do that has helped with my mental health and has allowed me to learn something new every day. Creative Director is another title I added in 2024, with the opening of Make Your Day Richer LLC. Since 2016, I have been helping small businesses have a fun and professional online presence. Make Your Day Richer LLC is the answer to the owners that know they need content but don’t know how or want to do it. Make Your Day Richer LLC has also been a lesson for me in knowing my worth and believing in myself.

If you had to pick three qualities that are most important to develop, which three would you say matter most?
Faith over Fear – I knew I had a talent and I wasn’t afraid to put it out there. I knew the people who needed to see it would find it.

Always willing to learn – Everything is always changing. Never be afraid to ask someone questions, take a class, or watch what other people are doing.

Give yourself time – I always wanted instant gratification and was upset when an idea didn’t become a giant success. I now give myself the ability to take a break, walk away, or break a project timeline up in order to not stress myself out.

Who is your ideal client or what sort of characteristics would make someone an ideal client for you?
An ideal client for me is someone who wants to produce quality content but doesn’t know how to or doesn’t have the time. I like to take the “should have” things (podcasts, a user-friendly website, social media videos) off their to-do lists so they can get back to doing what they love, which is whatever they set out to do with their business.

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