Through Wellismo

Services live on Wellismo.

This page explains how Michael works. When you're ready for private coaching, live men's groups, self-paced courses, or the 360° Self-Review, the next step happens through Wellismo and Wellismo Academy.

Coaching session — Michael speaking with a client.

Ways to Work With Me

Private Coaching

Confidential 1-on-1 Zoom sessions for men ready to take an honest look at their patterns and build the skills to change them. Flexible 4, 10, or 20-session packages with pay-in-full and student discounts.

Duration4 / 10 / 20 sessions
Personalized coaching roadmap aligned with your goals
Weekly or bi-weekly 60-min Zoom sessions
Session notes + action steps with built-in accountability
Text & email support between calls
Customized tools & exercises tailored to you
50% off Wellismo groups while you're an active client
Complimentary integration session after the package ends
Lifetime alumni access including events + priority booking
Gay Men's Brotherhood community (10,000+ members)
From discovery callExplore on Wellismo

Foundations for Gay Men

Growing up gay in a straight world leaves marks. Foundations is a 6-week group that helps you understand those patterns and build the confidence and connection most of us were never taught. Think of it as the missing manual to navigating gay life.

Investment
Next cohort: July 2026
View the Program

Sexual Empowerment 101

Changing the way we think about and have sex. Most of us were never taught how to feel empowered in our sexuality — we learned silence, shame, or performance instead. Build a healthier, more confident relationship with sex, without shame.

Pre-order Now

Unsure where to start?

Take the Wellismo 360° Self-Review — a personalized analysis of 10 core life skills. It opens on Wellismo, where the assessment and follow-up live.

Get My Review
Self-paced mastery

Wellismo Academy.

Live cohorts and self-paced programs — 12 months of access from the day you join.

“We don't just talk about problems. We build the skills — so the next time life happens, you have something to actually use.”
Michael DiIorio

Program Alignment

Find the structure that matches your current ambition.

Self-Paced

Free Resources

  • 360° Self-Review assessment
  • 10 Life Skills guide
  • Shamelessly Gay 5-day video series
  • Coming Out Guide
  • Live group calls
  • 1-on-1 coaching
Browse Free Resources
Most Impactful
Cohort-Based

Men's Groups

  • 6–7 week live cohorts
  • 10–15 men per group
  • Supplemental workbooks & prompts
  • Peer accountability network
  • Private 1-on-1 sessions
View Group Programs
1-on-1

Private Coaching

  • 4, 10, or 20 session packages
  • Weekly or bi-weekly 60-min Zoom
  • Text & email support between sessions
  • 50% off group programs while active
  • Lifetime alumni access
Book Through Wellismo
How we work together

Coaching Style

I'm a guide, not a guru. My role isn't to tell you who to be or what to do — it's to help you see yourself and your patterns more clearly. Through thoughtful questions, honest reflection, and direct feedback, I help you uncover blind spots and consider perspectives you may not have seen before. Coaching with me balances depth and momentum: room for humor and real life, alongside clarity, accountability, and forward movement.

  • 01Empowering
  • 02Action-Oriented
  • 03Solution-Focused
  • 04Empathetic
  • 05Thought-Provoking
  • 06Collaborative
  • 07Honest
Private coaching

Private coaching is booked through Wellismo.

Choose from 4, 10, or 20 session packages, with flexible options to support your pace and goals. Pay-in-full discount and student discount available. Details, scheduling, and intake all happen on the Wellismo business site.

4sessions

Short Engagement

Weekly or bi-weekly

For a specific challenge or decision you want structured support through.

Recommended
10sessions

Recommended Starting Point

Weekly or bi-weekly

Michael's suggested starting package — enough runway to build momentum and reassess.

20sessions

Deep Container

Weekly, bi-weekly, or monthly

For meaningful, multi-area transformation with sustained support over time.

Ready to talk it through?

Every engagement starts with a free discovery call through Wellismo. We'll figure out the right fit together there.

Book on Wellismo
FAQ

Questions, answered.

How does private coaching work?

Private coaching gives you time to dive into what matters most to you. We meet 1-on-1 virtually via Zoom. Think of these sessions as a collaboration — we'll work together to uncover your deepest needs, and I'll supply personalized tools and tactics to support you along the way. Sessions last up to 60 minutes and are typically scheduled weekly or bi-weekly, depending on your needs.

What's the difference between coaching and therapy?

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 you'd be better suited for therapy, I'll gladly refer you to some of my favourite LGBTQ+ affirmative mental health care providers. You can absolutely work with both — when it comes to mental health, there's no one-size-fits-all.

How will this intersect with the work I'm doing with my therapist?

Therapy and coaching can complement each other well. Therapy is often about healing past wounds and understanding emotional patterns, while coaching focuses on present-day action and future goals. If you're working through trauma or mental-health issues with your therapist, coaching can support you in applying insights to your day-to-day life — decision-making, confidence-building, and taking aligned action. I'll always respect the boundary between the two.

How long will coaching last?

That depends on your goals and how deep you want to go. Some clients work with me for a few months to focus on one area; others stay longer as their goals evolve. I typically suggest starting with 10 sessions and reassessing from there. Sessions can be weekly or bi-weekly to start and then move to monthly if necessary. The process is flexible — we adjust to your availability, budget, and what you're hoping to get out of it.

How will we evaluate our success?

We define that together based on what success means to you. In our first session we clarify your goals and what a meaningful outcome looks like. Throughout our work we keep checking in on progress — not just results, but how you feel: more clear, more confident, more aligned. I use reflection prompts and progress reviews to help you see your growth along the way.

How long does it take to see results?

That's entirely up to you. Just like a fitness coach doesn't lift the weights for you, I can't do the work for you. I give you all the tools and resources I have — but I can't use them for you. If you're committed to taking responsibility for your results and willing to learn and grow, you'll feel excited and motivated after just one session. From there, anything is possible.

Are you certified?

Yes. I'm certified with the International Association of Wellness Professionals (IAWP) — a globally-recognized program, CCE-accredited through the International Coaching Federation (ICF). I also hold accreditations from the American Association of Drugless Practitioners (AADP), the Canadian Health Coach Alliance, the Canadian Association for Integrative Nutrition, and am approved by the UK Health Coach Association. Finally, I'm certified in The Life Coach School Tools Certification Program.

Do you offer flexible payment plans?

All of my programs offer discounts for paying in full up front. If we determine we're a good fit but cost is an issue, we can discuss payment options prior to onboarding. For students, I offer a student discount with a valid Student ID.

Do you only work with gay men?

No. I'll work with anyone as long as we're a good fit for each other. We figure that out together during your discovery call — think of it as a first date without the awkward parts.

How do I know if coaching is right for me?

If you have a challenge in your life you can't seem to overcome, coaching is right for you. If you're unsure, we'll talk it out during our discovery call. If your situation would be better handled by another coach or mental health professional, I'll happily refer you.

What is group coaching?

Group coaching is a form of coaching where a small group of 10–15 people come together to work on personal growth, guided by Michael. It offers a supportive environment to learn from each other's experiences and gain new perspectives. Group workshops run at different times throughout the year on different topics — Sexual Empowerment 101, Shamelessly Gay, Self-Confidence Blueprint, Dating App Glow-Up, and more.

What if I'm not comfortable sharing in a group?

Opening up in a group can be challenging. Michael is known for creating a safe and welcoming environment where you participate at your own pace. You're encouraged to share as much or as little as you're comfortable with — a huge benefit of the group setting is learning through shared experience and structured guidance.