Igniting Leadership Across the Tri-State
Cut through the noise and focus on the decisions that actually move organizations forward.
October 14, 2026
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Trusted by Leaders Across the Region
“I thought I was registering for a one-day event… and instead I got a life-changing experience.”
Leadership in Its Full Scope
Why TSLS?
The Tri-State Leadership Summit is designed for leaders responsible for making decisions, guiding teams, and driving organizational growth.
This is not a motivational conference.
TSLS is a structured leadership experience designed to sharpen leaders through strategic clarity, real-world insight, and disciplined execution.
Participants leave with practical insights they can immediately apply inside their organizations.
Featured Leadership Voices
TSLS brings together experienced leaders who understand the realities of leadership, decision-making, and organizational growth.
These voices bring practical perspective and operational insight from multiple industries.

Patrick Ryan
Vice President-Corporate Brands Strategist at Magnum Broadcasting

Allison Trobaugh
Client Partner Specialist with NewsTalk 103.7FM

Holly Bertone
Former FBI Chief of Staff for Counterintelligence; PMP, CNHP

Katie Nelson
Founder and CEO of Sales UpRising

Rob Z Wentz
LIT Coaching | Lead Impact Transform

Jay Foreman
Owner, 2nd Story Communications
Your Summit Host
Sierra Collins
Founder and CEO of Sierra Learnership Collaborative
Sierra Learnership Collaborative is a leadership development organization dedicated to helping individuals and teams grow through intentional learning and influence. Through coaching, speaking, and interactive workshops, they equip both youth and adults with the tools needed for lifelong personal and professional growth. Built on the belief that leadership is not defined by title but by impact, Sierra Learnership empowers people to lead with clarity, confidence, and purpose.
The Summit Experience
“The Summit gave me practical ideas I can take back and implement right away.”
“All of it was valuable. I could not have asked for better information.”
“Having multiple speakers with different areas of expertise kept the day fresh and engaging.”
General Admission
Full access to the Tri-State Leadership Summit — a full-day leadership experience designed to sharpen leaders through strategic insight, real-world perspective, and meaningful conversation.
General Admission Includes:
- Breakfast and morning networking
- Five powerful leadership speakers
- 10 Rounds of Leadership with Jay Foreman & Sierra Collins (One of the most anticipated segments of the Summit returns. Attendees submit real leadership questions in advance, and Jay and Sierra offer two different perspectives on the challenge.)
- Leadership panel discussion featuring Momentum+ Leadership Advisors
- Lunch break with exclusive badge specials at participating Hagerstown restaurants
- Networking Happy Hour with speakers and regional leaders
- One month of complimentary Momentum+ access
VIP Leadership Experience
An elevated Summit experience plus three months of Momentum+ leadership execution support.
Enhanced Summit Experience
- Priority theatre seating
- Private Leadership Lunch with speakers and fellow leaders
- Momentum Guide (90-day leadership planning framework)
Three Months of Momentum+
VIP participants receive full access to the Momentum+ Leadership Ecosystem, including:
- Monthly leadership sessions led by Momentum+ Leadership Advisors
- Aspire2Achieve goal-setting and accountability sessions
- Rooted Focus execution sessions (up to 24 hours of protected focus time monthly)
- Private leadership community with advisors and fellow leaders
- Access to The Mid-Year Strategic Leadership Summit
Click below to secure your VIP experience
Already Registered? Upgrade to VIP
Want to take your Summit experience to the next level? You can upgrade your existing registration to the VIP Leadership Experience at any time. As a VIP attendee, you will unlock exclusive access designed to help you go deeper, connect more intentionally, and leave with a clear plan for action.
Highlights & Featured Sessions
→ A Leadership Experience Designed for Real Responsibility
Keynote Speaker: Patrick Ryan & Allison Trobaugh
The Three P’s That Still Work in 2026: Principled Leadership, Practical Marketing, and Highly Profitable Technology
In a world of noise, division, and constant change, the leaders who win aren’t the ones chasing trends, they’re the ones who know how to navigate differences and turn them into opportunity. In this dynamic dual session, Patrick Ryan and Allison Trobaugh share a powerful framework for building trust, expanding reach, and driving real results, without compromising your values. Blending real-world experience, humor, and practical insight, this session will challenge how you think about leadership, connection, and growth in today’s environment.
The Weight of Leadership: Holly Bertone
What Every Leader Needs to Know About Resilience Under Pressure
In today’s fast-paced environment, the biggest challenge leaders face isn’t poor planning—it’s unmanaged stress. In this powerful session, Holly Bertone, former FBI Chief of Staff for Counterintelligence and Certified Holistic Health Coach, redefines what resilience really looks like under pressure. Drawing from science and real-world experience, she reveals how leaders can recognize hidden stress patterns, break reactive cycles, and lead with greater clarity and control. This session will challenge how you think about pressure and equip you to lead without absorbing the chaos around you.
Sales in the Digital Era: Katie Nelson
AI & You
AI is changing everything, but it’s not replacing top performers. It’s exposing average ones and amplifying great ones. In this bold, timely session, Katie Nelson reframes the biggest conversation happening right now. As AI handles more of the execution, productivity is no longer the differentiator, it’s the baseline. What actually drives results is how effectively you think, communicate, and influence. Whether you’re in sales, leadership, or any role that requires buy-in, this session will challenge how you show up, equipping you to leverage AI while doubling down on the human skills that set top performers apart.
Crucial Conversations: Rob Wentz
Difficult conversations aren’t the problem; avoiding them is.
In this practical, no-nonsense session, Rob Wentz equips leaders with the tools to navigate high-stakes conversations with clarity, confidence, and control. When handled well, these moments don’t break trust, they build it. This session will challenge how you approach tension, communication, and leadership, while equipping you to address what matters most, when it matters most.
10 Rounds with Jay & Sierra
Back for its second year, 10 Rounds is a high-energy, interactive leadership experience built around real challenges submitted by 2026 attendees. In each round, Jay and Sierra go head-to-head, offering two distinct leadership perspectives on the same scenario. Attendees vote in real time, creating an engaging, fast-paced environment that brings leadership decision-making to life. This session will challenge how you think, sharpen how you respond, and give you practical insight you can immediately apply in real-world situations.
Networking Happy Hour
Unwind and connect after a full day of growth. The Networking Happy Hour is your chance to build real relationships with fellow leaders, speakers, and sponsors in a relaxed setting. Share ideas, exchange contacts, and spark collaborations that last beyond the summit.
Momentum+
TSLS connects to Momentum+, a leadership execution ecosystem designed to support leaders beyond the event.
Momentum+ turns one powerful day into sustained leadership execution and accountability.
Momentum+ Includes:
• Monthly leadership sessions
• Aspire2Achieve accountability sessions
• Rooted Focus execution sessions
• Private leadership community
• Continued leadership development
Momentum+ officially launches following TSLS 2026 in October.
Receive credits
GET YOUR SHRM RECERTIFICATION CREDITS HERE!
Sierra Learnership Collaborative is recognized by SHRM to offer Professional Development Credits (PDCs) for SHRM-CP® or SHRM-SCP® recertification activities.
Up to 5 recertification credits will be awarded for full participation in this summit.
Summit Experiences
“The Summit wasn’t just a day — it was the launch into real momentum.”
“What started as a Summit became sustained momentum.”
“Real leadership conversations with real-world application.”
FAQ
Is this a motivational conference?
No. TSLS focuses on leadership clarity and practical execution.
When and where is the Tri-State Leadership Summit?
The Tri-State Leadership Summit will take place on Wednesday, October 14, 2026, at The Maryland Theatre, located at 21 S Potomac St, Hagerstown, MD.
Doors open at 8:00 AM, and the summit begins at 9:00 AM. We recommend arriving early so you have time to check in, get settled, and connect before the program begins.
Who should attend?
Business owners, executives, department leaders, and professionals responsible for organizational growth.
What is the VIP Leadership Experience?
An elevated Summit experience plus three months of Momentum+ leadership support.
I’m busy. Is this worth a full day?
TSLS is designed specifically for leaders who are busy. The day creates intentional space to step away from daily operations and focus on the decisions that have the greatest impact on your organization.
More importantly, TSLS acts as a time multiplier. The clarity, frameworks, and decisions you gain are designed to give you hours back — and often far more, by helping you think better, prioritize more effectively, and lead with greater precision.
This isn’t time away from your business.
It’s an investment in how you lead it.
Will I leave with something I can actually use?
Yes, but more importantly, you’ll leave thinking differently.
TSLS is designed to sharpen how you approach leadership, not just give you ideas to take notes on.
Leaders leave with:
• Greater clarity on the decisions that matter most
• A stronger perspective on how to lead through complexity and pressure
• Language and frameworks to navigate real-world challenges
• A clearer path for what to act on next — not just what sounds good
This isn’t about collecting insights.
It’s about leaving better equipped to lead.
Are there continuing education credits?
Full participation may qualify for up to 5 SHRM recertification credits.
Is this relevant for my industry?
Yes, TSLS brings together leaders from multiple industries.
The focus is on leadership, decision-making, and execution, which applies across all sectors.
Can I attend with my team?
Yes, many organizations attend together. This creates shared language, alignment, and stronger implementation after the event.
Plan to bring more than 5? Fill out this form: https://event.tristateleadershipsummit.com/multiple-tickets.
Where should I make overnight accommodations?
For attendees traveling from outside the area, the following hotels are conveniently located near The Maryland Theatre and offer a range of options for your stay. Check them out here: https://www.mdtheatre.org/lodging-and-area-info
We recommend booking early, as availability may become limited closer to the event.
I’ve already registered—can I upgrade my ticket to VIP?
Yes! If you’ve already registered and would like to upgrade your ticket, click here.
Secure Your Seat
→ Already Registered? Click here to Upgrade to VIP
This high-impact summit is designed to cut through the noise of traditional leadership events and deliver real conversations with practical, tactical takeaways in the areas of leadership, marketing, and technology.













