$ 299/month
The Thinkery is an ongoing coaching community for professionals who want to strengthen leadership, communication, judgment, and decision-making, particularly in high-stakes situations.
Together, we explore the skills and perspectives that help people lead more effectively: strategic thinking, executive trust, difficult conversations, influence, decision-making under uncertainty, communicating with clarity, reading a room, and becoming the person others turn to when challenges arise.
You'll know upcoming topics in advance, but the conversation is shaped by the real-world situations participants bring into the room.
You'll experience practical coaching, thoughtful discussion, honest conversation, and the opportunity to learn alongside others who understand the pressures of leadership and communication in a kind and respectful environment.
Topics rotate throughout the year, so there is always something new to learn and another opportunity to deepen your knowledge, strengthen your judgment, and expand your perspective..
"How do I become more strategic and less reactive?"
"How can I be seen a skilled leader?"
"How do I make better decisions under pressure?"
"How do I navigate difficult conversations more effectively?"
"How do I stop feeling like I'm figuring everything out alone?"
"How can I escape imposter syndrome?"
This is the place for you.
• Live weekly coaching sessions
• Monthly focus topics announced in advance
• Direct access to Jill during every session, along with occasional guests
• Real-world discussion and problem-solving
• Opportunities for coaching on your own challenges
• A kind community committed to learning, growth, and professional excellence
Join by October 1, 2026 to lock in Founding Member pricing of $299/month for as long as your membership is active. Starting October 2, 2026, the rate is $349 a month.
The Thinkery is designed for people who want to invest in becoming stronger professionals over the long term. Through coaching, conversation, reflection, and skill development, participants strengthen the judgment and confidence needed to navigate complex situations and lead with greater influence. The goal is to build your strategic communications leadership.
If you're looking for practical tools, communication resources, and ongoing discussion of current issues, Your PR Toolbox Insider may be a great place to start.