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Leadership Series

Upcoming events

    • November 18, 2026
    • 8:00 AM - 9:30 PM
    • WYSO Center for Music, 1118 E. Washington Ave. Madison WI
    Registration is closed


    Say the Hard Thing: A Playbook for High-Stakes Conversations

    Speaker: Jane Boutelle, Founder & Coach, Conversation Lab

    Wednesday, November 18 | 8:00 am - 9:30 am 
    WYSO Center for Music | 1118 E. Washington Ave. Madison, WI 

    We've all been there: rehearsing a conversation in the shower, drafting the email we never send, or saying "it's fine" when it isn't.

    Maybe you need to ask for a raise or promotion. Give hard feedback. Address a conflict with a colleague. Advocate for an idea. Or finally say what you actually want.

    The conversations we avoid are often the ones that matter most. And they can have a real impact on our careers.

    In this practical, interactive session, Jane Boutelle of Conversation Lab will share a playbook for navigating high-stakes conversations with clarity, confidence, and humanity. You'll learn how to prepare without over-scripting, say what you mean without over-explaining or apologizing, stay grounded when emotions run high, and be both direct and likeable.

    Most importantly, you'll have a chance to apply what you learn to a conversation that matters to you—so you can leave ready to have the conversation you've been putting off.

    Attendees will walk away from this session having prepared for an important conversation, so they’re ready to face it with confidence.

    About Jane Boutelle, Founder of Conversation Lab

    Jane has always been the person friends, family, and work colleagues come to for guidance about high-stakes conversations. Her combination of listening skills, empathy, broad work and life experience, and professional training make her ideally suited to help people build self-advocacy skills, resolve conflicts, navigate career moves, ask for raises/promotions, and refine their communication styles to be more clear, compelling, and human. 

    A certified Wayfinder Life Coach, Jane founded Conversation Lab to focus on helping professional women close the “influence gap,” where their impact and recognition don’t always keep pace with their competence on the job. She brings to this role a wide-ranging background of professional experience. Most recently, as co-founder of Digsite, a software company, she led all things customer- and culture-related. Previously, she was a team leader and product manager at tech companies such as Intuit and Apple, where she provided guidance to professionals at all stages of their careers. 

    Registration: 

    TEMPO Madison Members: $30.00 | Attendees: $35.00

    • January 27, 2027
    • 8:00 AM - 9:30 AM
    • Concourse Hotel, 1 W Dayton St, Madison, WI 53703
    Register


    Breaking Up with Perfectionism

    Speaker: Sara Alvarado, Author, Speaker & Entrepreneur

    Wednesday, January 27 | 8:00 am - 9:30 am 
    Concourse Hotel, Madison

    You've accomplished a lot. The question is: at what cost?

    Many women leaders have been rewarded for being prepared, productive, and reliable. Yet the pressure to get it right can quietly fuel burnout, overwork, people-pleasing, and self-doubt. In this engaging and thought-provoking session, we'll examine how perfectionism operates beneath the surface and explore practical ways to lead with greater authenticity, courage, creativity, and freedom. Because the goal isn't to become better at being perfect. It's to become more fully human.

    • Understand where perfectionism comes from and how it is learned, reinforced, and rewarded, especially among high-achieving women.
    • Recognize how perfectionism shows up in our lives and leadership. No shame!
    • Get honest about what perfectionism is costing us.
    • Learn practical ways to let go of perfectionism and make room for more freedom, creativity, and joy. It’s a practice – not a goal.
    About Our Speaker:  Sara Alvarado is a writer, speaker, entrepreneur, and unapologetic advocate for racial justice in real estate who believes that the way to handle challenges in life and business is to show up authentic, bold, vulnerable, and always ready for fun.

    Sara is the co-founder of Alvarado Group at Compass and Own It: Building Black Wealth, a Dane County nonprofit working to increase generational wealth in Black and brown communities through homeownership. She is also a founding member of Nuestro Mundo Community School, Badger Rock Middle School, and Step Up: Equity Matters. Recognized on In Business magazine's Power 100 list for two consecutive years, Sara currently serves on the board of Centro Hispano. After 20 years as a real estate broker, she has shifted her focus to writing, speaking, and teaching. She is the author of Dreaming in Spanish: An Unexpected Love Story in Puerto Vallarta and the Racial Justice Toolkit for Real Estate Professionals. Sara loves to plan family adventures, dance, and challenge the status quo.

    Registration:

    • Member $30 
    • Attendee $35
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