Book a free consultation
What happens in discovery session?
Think of this complimentary 60-minute Zoom session as a conversation about where you are, where you want to be, and what’s getting in the way. We’ll explore what’s working, what’s not, and the areas of your life where you’re ready for meaningful change. No topic is too trivial or too taboo.
I’ll share my perspective, answer your questions, and help you understand how coaching could support your goals. If we’re a good fit, we’ll discuss the coaching options available and what working together could look like. There’s no pressure or obligation to move forward.
Private coaching packages start at $900 USD.
This call is for you if…
- You’re ready to trade endless circling for actual forward motion.
- You want a coach who will call out the patterns you’re too close to see, not just nod and smile.
- You want a strategic partner to get into the weeds with you, deconstruct the mess, and create a plan that works.
- You want a space where you can be 100% yourself—no topic is too big, too small, or too taboo to bring to the table.
- You want both high-level strategy and the down-to-earth accountability to make sure you actually follow through
Brian Jones
9/14/2026
Michael’s willingness to embrace his wounds, learn from them, and create meaningful adventures has had a much greater impact on my life than he probably realizes.
His podcasts, emails, courses, and thought-provoking questions have found their way into my journals, therapy sessions, HOW Zoom meetings, my own podcast, and even a draft book manuscript.
But more importantly, his ideas have become part of how I think, reflect, and navigate my day-to-day life. He’s given me language for things I’ve struggled to express and encouraged me to keep growing into a more authentic version of myself.
I’m grateful for his influence and look forward to continuing to listen, learn, and grow.
Brian
Ontario 🇨🇦
His podcasts, emails, courses, and thought-provoking questions have found their way into my journals, therapy sessions, HOW Zoom meetings, my own podcast, and even a draft book manuscript.
But more importantly, his ideas have become part of how I think, reflect, and navigate my day-to-day life. He’s given me language for things I’ve struggled to express and encouraged me to keep growing into a more authentic version of myself.
I’m grateful for his influence and look forward to continuing to listen, learn, and grow.
Brian
Ontario 🇨🇦
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Brian Jones
9/14/2026
Michael’s willingness to embrace his wounds, learn from them, and create meaningful adventures has had a much greater impact on my life than he probably realizes.
His podcasts, emails, courses, and thought-provoking questions have found their way into my journals, therapy sessions, HOW Zoom meetings, my own podcast, and even a draft book manuscript.
But more importantly, his ideas have become part of how I think, reflect, and navigate my day-to-day life. He’s given me language for things I’ve struggled to express and encouraged me to keep growing into a more authentic version of myself.
I’m grateful for his influence and look forward to continuing to listen, learn, and grow.
Brian
Ontario 🇨🇦
His podcasts, emails, courses, and thought-provoking questions have found their way into my journals, therapy sessions, HOW Zoom meetings, my own podcast, and even a draft book manuscript.
But more importantly, his ideas have become part of how I think, reflect, and navigate my day-to-day life. He’s given me language for things I’ve struggled to express and encouraged me to keep growing into a more authentic version of myself.
I’m grateful for his influence and look forward to continuing to listen, learn, and grow.
Brian
Ontario 🇨🇦
Scott Canady
5/24/2026
It was well worth the time and effort. You will not be disappointed.
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Scott Canady
5/24/2026
It was well worth the time and effort. You will not be disappointed.
Charles Cole
5/21/2026
The Sexual Empowerment 101 seminar helped me connect with other gay and bisexual men in a safe, nonjudgmental environment. The 18-man cohort was small enough to allow meaningful connections with each member. I felt comfortable sharing genuinely, and I appreciated hearing others’ experiences with sex and relationships from a gay perspective. It was a valuable, affirming experience that I would highly recommend if you are a gay or bisexual man wanting to connect meaningfully with others like you.
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Charles Cole
5/21/2026
The Sexual Empowerment 101 seminar helped me connect with other gay and bisexual men in a safe, nonjudgmental environment. The 18-man cohort was small enough to allow meaningful connections with each member. I felt comfortable sharing genuinely, and I appreciated hearing others’ experiences with sex and relationships from a gay perspective. It was a valuable, affirming experience that I would highly recommend if you are a gay or bisexual man wanting to connect meaningfully with others like you.
Carlos Martínez
2/05/2026
Michael played a meaningful role in supporting my coming out journey, helping me navigate that process with reflection, steadiness, and compassion. He created a space where I felt safe exploring identity, personal growth, and life direction without pressure or judgment. His presence allowed me to move forward with greater self-trust and clarity.
What makes Michael exceptional is his ability to gently guide moments of uncertainty through thoughtful, intentional questions that lead to resonant insight and practical direction. His coaching is deeply attuned, insightful, and respectful of individual pace and process.
I am ever so grateful for the role he played during such an important chapter of my life and would highly recommend him to anyone seeking grounded, emotionally intelligent guidance during any phase of life, especially at times of transition and self-discovery.
Simply, delicious.
What makes Michael exceptional is his ability to gently guide moments of uncertainty through thoughtful, intentional questions that lead to resonant insight and practical direction. His coaching is deeply attuned, insightful, and respectful of individual pace and process.
I am ever so grateful for the role he played during such an important chapter of my life and would highly recommend him to anyone seeking grounded, emotionally intelligent guidance during any phase of life, especially at times of transition and self-discovery.
Simply, delicious.
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Carlos Martínez
2/05/2026
Michael played a meaningful role in supporting my coming out journey, helping me navigate that process with reflection, steadiness, and compassion. He created a space where I felt safe exploring identity, personal growth, and life direction without pressure or judgment. His presence allowed me to move forward with greater self-trust and clarity.
What makes Michael exceptional is his ability to gently guide moments of uncertainty through thoughtful, intentional questions that lead to resonant insight and practical direction. His coaching is deeply attuned, insightful, and respectful of individual pace and process.
I am ever so grateful for the role he played during such an important chapter of my life and would highly recommend him to anyone seeking grounded, emotionally intelligent guidance during any phase of life, especially at times of transition and self-discovery.
Simply, delicious.
What makes Michael exceptional is his ability to gently guide moments of uncertainty through thoughtful, intentional questions that lead to resonant insight and practical direction. His coaching is deeply attuned, insightful, and respectful of individual pace and process.
I am ever so grateful for the role he played during such an important chapter of my life and would highly recommend him to anyone seeking grounded, emotionally intelligent guidance during any phase of life, especially at times of transition and self-discovery.
Simply, delicious.
Rocco Gizzarelli
1/07/2026
Michael DiIorio is a brilliant, highly experienced coach whose work through Wellismo Coaching is both impactful and inspiring. Michael's depth of experience, clarity, and thoughtful approach make Wellismo Coaching truly stand out. Highly recommend him!!
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Rocco Gizzarelli
1/07/2026
Michael DiIorio is a brilliant, highly experienced coach whose work through Wellismo Coaching is both impactful and inspiring. Michael's depth of experience, clarity, and thoughtful approach make Wellismo Coaching truly stand out. Highly recommend him!!
Evan Walsh
12/15/2025
Working with Michael was such a gift in my life. I was in a place of lots of transition, uncertain about where I was going and what I was being called to with how I wanted to live my life. I was backsliding on some of the usual coping behaviors, and coming out of a massive moment of transition in my life but really struggling to make a shift. Michael's coaching helped me unlock new passions in myself, set beside old ideas of myself, feel more gratitude to past versions of me, and gain more perspective on who I am and who I was becoming. He is warmly challenging in all the ways I needed, a supportive friendly presence, and just a joy to be around and full of curiosity, openness, and knows as well how to be enthusiastic and also hold me accountable. I'm deeply grateful and feel like Michael helped me awaken into new versions of me that have helped me through challenging times after we worked together. Grateful — if you're looking for a coach, especially a gay men's coach, run don't walk!
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Evan Walsh
12/15/2025
Working with Michael was such a gift in my life. I was in a place of lots of transition, uncertain about where I was going and what I was being called to with how I wanted to live my life. I was backsliding on some of the usual coping behaviors, and coming out of a massive moment of transition in my life but really struggling to make a shift. Michael's coaching helped me unlock new passions in myself, set beside old ideas of myself, feel more gratitude to past versions of me, and gain more perspective on who I am and who I was becoming. He is warmly challenging in all the ways I needed, a supportive friendly presence, and just a joy to be around and full of curiosity, openness, and knows as well how to be enthusiastic and also hold me accountable. I'm deeply grateful and feel like Michael helped me awaken into new versions of me that have helped me through challenging times after we worked together. Grateful — if you're looking for a coach, especially a gay men's coach, run don't walk!
Alonso Mendoza
4/12/2025
Working with Michael was amazing he help me a lot to open my perspective and be more kind with myself.
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Alonso Mendoza
4/12/2025
Working with Michael was amazing he help me a lot to open my perspective and be more kind with myself.
Rafael Glass Machado
3/01/2025
I reached out to Michael during a time when my self-confidence—especially at work—was at an all-time low. Through our sessions and the various techniques he used, I’ve gained a much stronger sense of confidence. Michael is not only incredibly knowledgeable but also a pleasure to work with. I’m truly going to miss our sessions!
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Rafael Glass Machado
3/01/2025
I reached out to Michael during a time when my self-confidence—especially at work—was at an all-time low. Through our sessions and the various techniques he used, I’ve gained a much stronger sense of confidence. Michael is not only incredibly knowledgeable but also a pleasure to work with. I’m truly going to miss our sessions!
David Santillanes
9/26/2024
Having Michael as a coach was a breath of fresh air. As a gay man there are certain nuances and issues that are very specific to our culture. Michael understands this fully and offers a safe space to share your experiences and unpack the emotional cargo we so often carry with us everywhere we go. I appreciate that his coaching is action oriented - he holds you accountable for the work you commit to doing in your personal development journey. His podcast and email newsletter are also great resources.
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David Santillanes
9/26/2024
Having Michael as a coach was a breath of fresh air. As a gay man there are certain nuances and issues that are very specific to our culture. Michael understands this fully and offers a safe space to share your experiences and unpack the emotional cargo we so often carry with us everywhere we go. I appreciate that his coaching is action oriented - he holds you accountable for the work you commit to doing in your personal development journey. His podcast and email newsletter are also great resources.
Ernest Walker
8/27/2024
WooHooo!!! Where do I start!?
I have been speaking with Michael as my gay life coach for several months now as … More
I have been speaking with Michael as my gay life coach for several months now as … More
read moreread less
×
Ernest Walker
8/27/2024
WooHooo!!! Where do I start!?
I have been speaking with Michael as my gay life coach for several months now as … More
I have been speaking with Michael as my gay life coach for several months now as … More
Ernest Walker
8/26/2024
WooHooo!!! Where do I start!? I have been speaking with Michael as my gay life coach for several months now as I honestly say that he was a breath of fresh air I really needed in a time of great social distress in my life living a single gay man. I initially discovered him from his Gay podcast called “Gay Men Going Deeper” on Youtube and I’ve decided to seek him out for 1 on 1 counseling because I found it hard to find a gay life couch in my local area and felt that he and I have had some similar experiences that he could help me out with as I was struggling to maintain strong connections with other gay men in the community. I’ve started working Michael for 10 sessions and he felt very familiar as if it was like catching up with good friend that often checks in on you to see how you are doing from one session to the next. When speaking with him, he made me feel very comfortable when talking to him about my issues with connection. When going to later sessions, Michael will always begin our session on a positive note first asking about your current wins in life mainly to keep in mind of your progress before discussing with any new issues that you are dealing with. So with that in mind, Michael is really flexible with being adaptable to clients needs when to making them feel comfortable with their share with empathy and without judgement. Another good thing about Michael’s approach to coaching as he listens your story is that he takes good notes to help keep you on track with where you want to be after coaching with him. Even if he has to respectfully call you out on your own S***! LOL! He also will do a review with you at the end of the session for any key takeaways you’ve learned along with homework which often helped me with dealing with some of the struggles I was going through to face them head on. I REALLY appreciated him for this! Coaching with Michael allowed me to further see my own crap and how some of my behavior patterns caused me to lose connection with others, whether it be friends to potential romantic connections. Personally I knew some of these issues were already there but it helps to have someone show you your problems without being malicious with your words. Working with him I was able to work up the courage to reconnect with a good friend that I pushed away due to preceivied negative feelings from events that occurred last year. Michael taught me the differences between Facts vs. Feelings and how it often does not serve you if react off your feelings without getting the all the facts of a situation. Also working him allowed me to realize what I need to do to go out into social spaces and be in the moment without judgement so soon after arriving. I came into coaching with him very guarded emotionally so speaking with him helped me find other ways to connect and deal with certain scenarios than may appear uncomfortable to me at first. I can honestly say since working with Michael I am bit more confident and self-aware with myself in social spaces like gay bars, and doing my best to change my way of thinking based my past negative experiences. Mind you, I am still a work in progress so I have my slip-ups but it’s a lot better than it way before. My emotional shields more down when I am around other people and I am learning to be more socially present while brushing off the unpleasant experiences others may put on me. Also, he’s made me realize despite my mistakes with pushing away the connections that I have lost over time, that those connection don’t define me for the overall good person that I know I can be and there are people out there that see that and still stick with me. Overall, one of the benefits having him coaching me was just simply to be an ear for me and listen to my issues but also call me out on my bullshit with professionalism and care. He comes highly recommended from me.
read moreread less
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Ernest Walker
8/26/2024
WooHooo!!! Where do I start!? I have been speaking with Michael as my gay life coach for several months now as I honestly say that he was a breath of fresh air I really needed in a time of great social distress in my life living a single gay man. I initially discovered him from his Gay podcast called “Gay Men Going Deeper” on Youtube and I’ve decided to seek him out for 1 on 1 counseling because I found it hard to find a gay life couch in my local area and felt that he and I have had some similar experiences that he could help me out with as I was struggling to maintain strong connections with other gay men in the community. I’ve started working Michael for 10 sessions and he felt very familiar as if it was like catching up with good friend that often checks in on you to see how you are doing from one session to the next. When speaking with him, he made me feel very comfortable when talking to him about my issues with connection. When going to later sessions, Michael will always begin our session on a positive note first asking about your current wins in life mainly to keep in mind of your progress before discussing with any new issues that you are dealing with. So with that in mind, Michael is really flexible with being adaptable to clients needs when to making them feel comfortable with their share with empathy and without judgement. Another good thing about Michael’s approach to coaching as he listens your story is that he takes good notes to help keep you on track with where you want to be after coaching with him. Even if he has to respectfully call you out on your own S***! LOL! He also will do a review with you at the end of the session for any key takeaways you’ve learned along with homework which often helped me with dealing with some of the struggles I was going through to face them head on. I REALLY appreciated him for this! Coaching with Michael allowed me to further see my own crap and how some of my behavior patterns caused me to lose connection with others, whether it be friends to potential romantic connections. Personally I knew some of these issues were already there but it helps to have someone show you your problems without being malicious with your words. Working with him I was able to work up the courage to reconnect with a good friend that I pushed away due to preceivied negative feelings from events that occurred last year. Michael taught me the differences between Facts vs. Feelings and how it often does not serve you if react off your feelings without getting the all the facts of a situation. Also working him allowed me to realize what I need to do to go out into social spaces and be in the moment without judgement so soon after arriving. I came into coaching with him very guarded emotionally so speaking with him helped me find other ways to connect and deal with certain scenarios than may appear uncomfortable to me at first. I can honestly say since working with Michael I am bit more confident and self-aware with myself in social spaces like gay bars, and doing my best to change my way of thinking based my past negative experiences. Mind you, I am still a work in progress so I have my slip-ups but it’s a lot better than it way before. My emotional shields more down when I am around other people and I am learning to be more socially present while brushing off the unpleasant experiences others may put on me. Also, he’s made me realize despite my mistakes with pushing away the connections that I have lost over time, that those connection don’t define me for the overall good person that I know I can be and there are people out there that see that and still stick with me. Overall, one of the benefits having him coaching me was just simply to be an ear for me and listen to my issues but also call me out on my bullshit with professionalism and care. He comes highly recommended from me.
Vance Applegate
8/26/2024
I had listened to Michael on his podcast and started coaching with high expectations, but over 10 sessions he still exceeded them. It really helped me look at things from a different perspective and gave me tools to continue to improve my mental health. I plan on using him more going forward. It was money well used.
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Vance Applegate
8/26/2024
I had listened to Michael on his podcast and started coaching with high expectations, but over 10 sessions he still exceeded them. It really helped me look at things from a different perspective and gave me tools to continue to improve my mental health. I plan on using him more going forward. It was money well used.
What happens during a free consultation call?
- We’ll meet via Zoom for a casual but focused conversation. I’ll ask a few questions based on what you shared in the consult form to better understand your goals and see whether coaching together is a good fit.
- You’re welcome to ask me anything. This is your time too.
- If it feels like a match, I’ll walk you through programs and pricing. If not, no pressure—I’ll happily point you in the right direction.
- Need a time that isn’t listed below? Just email me at michael@wellismo.com and we’ll find something that works for you.
FAQ
How does private coaching work?
During private coaching, we have 1-on-1 virtual sessions weekly or bi-weekly. Sessions last up to 60 minutes and are conducted via Zoom. I will facilitate the session, but they will be collaborative in nature.
Do you only work with gay men?
No. I will work with anyone as long as we’re a good fit for each other. We determine this together during a free consultation call where we get to know each other. Think of it like a first date without the awkward parts.
Are you certified?
Yes. I am certified with the International Association of Wellness Professionals (IAWP). The IAWP Wellness Coach Certification program is a globally-recognized program CCE accredited through the International Coaching Federation (ICF). In addition, I am certified in The Life Coach School Tools Certification Program.
What’s the difference between coaching and therapy?
Coaching and therapy both deal with mental health and our work can overlap. Check out this post for an in-depth explanation. Coaching is an action-oriented, solution-focused approach to overcoming a challenge or achieving a result in your life. Therapists tend to work with more severe issues to diagnose and prescribe treatment, whereas coaches do not. If our sessions determine that you would be better suited for therapy, I will gladly refer you to some of my favourite LGBTQ+ affirmative mental health care providers. Keep in mind that you can work with both a coach and a therapist. When it comes to your mental health, there is no one-size-fits-all approach. If you’re unsure what you need, our consultation call will help me better understand your challenge so that I can guide you in the right direction.
Do you offer flexible payment plans?
You can pay for the coaching package in monthly payments or in full up front. We can discuss payment options prior to onboarding. For students, I offer a student discount with a valid Student ID.
How Do I Know if Coaching Is Right for Me?
If you have a challenge in your life that you can’t seem to overcome, coaching is right for you. If you’re unsure, we will talk it out during our consultation call. I will be able to better understand your challenge and whether I am best suited to help you. If your situation would be better handled by another coach or mental health professional, I will be happy to refer you.
How long does it take to see results?
That is entirely up to you. Just like a fitness coach doesn’t lift the weights for you, I cannot do the work for you. I will give you all the tools and resources at my disposal to help you achieve your goals, but I cannot use them for you. If you’re committed to taking responsibility for your results, and you’re willing to learn and grow, you will feel excited and motivated after just one session. From there, anything is possible.
Still Have a Question ?
Can’t find the answer you’re looking for? Ask us you question here