Shannon

Fifteen years of criminal defense. She coaches the version of you that holds up when the room is against you.

Coach with Shannon

Hugo

Olympian, principal, coach, founder. He coaches the man who got everything he aimed at and had to ask what it was for.

Coach with Hugo

One to one

Two opposite lives.Pick the one that maps to yours.

The keynote is for a room. This is for one person. Shannon and Hugo each coach the ground they have actually walked, and they do not pretend the other one’s ground is theirs.

Coaching is arranged directly rather than sold from a menu, because who you work with and what you are working on changes the shape of it. Tell them which topics matter and they will tell you what they can do.

Coaching with

Shannon “Redd” Roy

Shannon spent fifteen years standing next to people on the worst day of their lives, which is an unusual place to learn what actually changes someone. Her coaching runs the same way she runs a case. She wants the facts before the feelings, she will tell you which of your arguments will not survive contact with reality, and she does not confuse being kind with being useful.

  • Motherhood

    She raised a family while building a criminal practice, so she has never had the version of motherhood that fits neatly around a job. This is for mothers carrying work that does not pause: what you actually owe your children, what you only think you owe them, and how to tell those apart on a bad week.

  • Co-parenting

    Also with Hugo, from the other side

    She has watched co-parenting fail from the worst seat in the house, a courtroom, after it already broke. That gives her an unusual starting point: most of what separated parents fight about does not survive contact with a judge, and the things that do are rarely what anyone is arguing over. The work is keeping your children out of the middle, and out of the record.

  • The legal path

    This is not legal advice, a point she makes within the first five minutes. It’s an orientation for two audiences: families affected by the criminal justice system who want to understand the system they’re navigating, and young lawyers considering what kind of practice aligns with their values. After fifteen years, she knows what truly influences a case, and what merely creates the illusion of progress.

  • Awareness of self

    Also with Hugo, from the other side

    Her courtroom experience taught her that our self-narrative may be the most powerful evidence we carry. She helps you examine it closely: what’s supported by facts, what you’ve accepted without question, and what you’ve never challenged.

  • Femininity

    After fifteen years as the only woman at tables where she was mistaken for the court reporter, she learned that women shouldn’t have to become harder or softer to belong. She coaches them to reject the idea that those are their only choices.

  • Confidence within

    Also with Hugo, from the other side

    Confidence in a courtroom is not volume. It is preparation you can feel. Shannon works on the kind that holds when the room has already decided against you: what to do with your voice, your hands, and the ninety seconds before you speak.

Work with Shannon

Coaching with

Hugo Maynard

Hugo has been a school principal, college basketball coach, founder, and a man rebuilding his life. He speaks candidly about what was genuine and what was simply a performance. His coaching is more deliberate than most people expect. He isn’t interested in quick fixes or rushed plans that fade within a few months. Instead, he helps you quiet the outside noise, patiently and thoroughly, so you can hear your inner voice, make meaningful changes, and create lasting transformation.

Start here

Why coach with Hugo

Filmed at 12,000 feet while hiking with his daughter, Hugo answers the question he hears most: What makes his sessions different? Perspective, a life that must function in the real world, and an approach free from titles, labels, and quick fixes. The work is learning to regulate who you are, just as nature does.

Watch the video
  • Fatherhood

    Hugo didn’t have a father role model growing up. When he became a father himself, there was only one option, to become the dad he wished he had.

  • Manhood

    The practical work of becoming a mature man: providing, taking responsibility, and keeping your word when it costs you. This program includes homework, and is often the one men seek out for “work” before realizing what they truly came to address.

  • Entrepreneurship

    He built companies across pharmaceuticals, automotive and commercial services, and then found out what that scoreboard does not buy. Coaching here is both halves, because only teaching the first half is how people end up successful and hollow: how to build the thing, and how to keep it from becoming the only thing you are.

  • Family

    Wider than parenting. The whole system you are building or repairing: blended households, the relatives you stopped speaking to, the patterns nobody named. Something gets handed down whether you choose it or not, and this is where you choose it.

  • Awareness of self

    Also with Shannon, from the other side

    He wrote The Voice Inside Journal because the voice most people are following is not their own. This is the work of finding out whose it is and how long you have been taking orders from it. Slower than it sounds, and the most useful hour he spends with anyone.

  • Co-parenting

    Also with Shannon, from the other side

    The father’s side of a household that has split. Hugo is blunt about the ways men quietly check out while telling themselves they are keeping the peace, and about what it costs to stay all the way in your children’s lives when you are no longer in the same house as them.

  • Masculinity

    The difficult questions, and he doesn’t shy away from them: what deserves to be kept, what must be released, and how much of what men defend was never truly theirs. He lived the traditional model to its fullest before challenging it, making this conversation deeply personal rather than theoretical.

  • Confidence within

    Also with Shannon, from the other side

    An Olympian and a college basketball coach knows exactly how confidence gets built, and it is not affirmations. It is reps, evidence you can point at, and a standard you hold on the days nobody is watching.

Work with Hugo

Why three subjects appear twice

Three subjects sit on both lists: co-parenting, awareness of self, and confidence within. That is deliberate. A mother and a father do not carry the same version of any of them, and some people take both.

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