Leadership Keynote Speaker

Searching for a leadership keynote speaker who has actually led people, not just studied leadership? Middy Matthews spent twelve years coaching tennis and more than a decade developing real estate agents, and she brings that hands on experience to every leadership stage.

Managing is not leading

Most organizations promote their best performer and hope they figure out leadership on the way. The result is managers who point at the scoreboard instead of coaching the team. People comply, hide problems, and quietly look for the door. A great leadership keynote speaker can reset that dynamic in a single session.

Coached, Not Bossed. , the keynote

Middy’s leadership keynote, Coached, Not Bossed., is built on a simple distinction she learned on the court and in the brokerage. A boss tells you what you did wrong. A coach shows you what to do next. The talk gives leaders a practical model for feedback, standards, and trust that builds teams who perform when the leader is not in the room.

Who it is for

This leadership keynote fits women in leadership events, sales management training, new manager programs, association conferences, and any team making the hard jump from individual performance to leading others. It speaks to senior executives and first time managers in the same room.

What your leaders leave with

  • A clear model for feedback that lands instead of stinging
  • A way to hold high standards without bossing people
  • Tools to develop consistent performers, not just occasional stars
  • Language they can use with their teams the very next morning

Formats and fee

Every booking is tailored to your event. A leadership keynote session from Middy is available as a keynote of forty five to ninety minutes, an interactive workshop of up to two hours, or a half day training, and she is glad to moderate or join a panel as well.

The speaking fee is a flat five thousand dollars, all inclusive, with travel invoiced separately at cost when an event is outside Chicago. No add ons, no surprises.

About Middy Matthews

Middy Matthews is a keynote speaker, a thirty year competitive athlete, and a top producing realtor based in Chicago. She competed in college tennis and taught the game for twelve years before building a career in real estate at Arbor Move, where she also trains new agents. She races competitive mountain bikes, from twenty four hour adventure races to two hundred mile gravel events, and she speaks to sales, leadership, student, healthcare, and athletic audiences across the country.

You do not sell. You train. And over time, the people you trained become the only pipeline you need.

Book a leadership keynote speaker

Ready to bring a leadership keynote speaker to your event? Based in Chicago and available nationwide, Middy would love to hear about your audience, your date, and your theme. Reach out at middy@arbormove.com or 773-399-9377, or visit middy.pro/ to check availability. Trained, Not Sold.

Explore Middy’s other talks