Hillary Reynolds
SPHR
TX, USHillary Reynolds is a leadership and resiliency speaker, performance coach, and senior executive with 15+ years of experience across the military, Fortune 100, and healthcare technology. She helps leaders build trust-driven cultures through humor, heart, and humility—equipping teams to perform with clarity, calm, and zero pretense.
“I’d follow her into war.”
That’s how one team member—who served under Hillary Reynolds in the U.S. Army and later worked with her at a Fortune 100 financial services company—described her leadership. It’s not just a compliment—it’s a statement about trust, presence, and the kind of leader people instinctively want to follow.
Hillary Reynolds helps leaders unlock performance that lasts—without burning themselves (or their teams) out in the process.
She is a leadership and resiliency speaker, performance coach, and senior executive with 15+ years of experience leading strategy and operations across the military, Fortune 100 financial services, and healthcare technology. Her signature blend of real-world leadership, humor, and human-centered insight makes her a trusted voice for teams navigating growth, change, and cultural transformation.
Currently serving as VP of People Operations at SafeRide Health, Hillary oversees both HR and IT Operations for a fast-growing healthcare technology company on a mission to improve access to care for vulnerable populations. In every role—from the battlefield to the boardroom—she’s focused on one thing: building resilient, high-performing cultures where people can thrive, not just survive.
What makes Hillary different is how she shows up—and where she’s done it. Her performance across vastly different environments—military units, Fortune 100 boardrooms, and fast-scaling tech orgs—reflects a rare adaptability and leadership range that recruiters and executives alike call “exceptional.”
Her lived experience as a caregiving spouse, single mother, and rising executive informs a leadership style that is equal parts practical and deeply human. Audiences describe her as clear, candid, energizing, and above all—real. She leads with humor, heart, and humility, and teaches others how to do the same.
Through keynotes, workshops, and coaching, Hillary helps organizations reimagine what great leadership looks like—especially under pressure. She speaks with equal impact to senior executives and emerging professionals alike, helping them build leadership habits that last and culture strategies that scale.
Audience outcomes include:
- Reset your definition of high performance (without burnout)
- Reconnect to trust as your most scalable leadership strategy
- Learn how humor, heart, and humility build followable leaders and resilient teams
Signature Talks & Offerings Include:
Seriously… It’s Not That Serious
How Humor, Heart, and Humility Build Resilient, High-Performing Teams
The 3H Leadership Framework
Leading Through Chaos with Humor, Heart, and Humility
From Surviving to Sustaining
Building Resilient Teams in High-Growth, High-Stakes Environments
Follow Her Into War
The Trust-Driven Path to High-Performance Leadership
Leadership Lab (Breakout or Coaching Series)
Follow Her Into War: A Leadership Development Experience for Emerging Executives
What Clients Say:
“Hillary brought the perfect balance of credibility, candor, and connection. Her message around cross-functional collaboration and having the right people at the table resonated across every level of our organization. Our leadership team left energized, aligned, and already thinking differently about how we work together.”
— Chief Growth Officer, HealthTech Company
“She walks people off the ledge on a daily basis—and somehow makes them laugh while doing it. Hillary brings clarity, calm, and just the right amount of humor to tough conversations.”
— Senior Director, Call Center Operations
“There’s just something about the way Hillary presents—it’s captivating. She pulls people in with clarity, confidence, and authenticity.”
— VP, Transportation
“I’d follow her into war.”
— Team Member who served with Hillary in the U.S. Army and later worked with her at a Fortune 100 financial services company
Meeting planners consistently praise Hillary’s ability to connect with diverse audiences—whether executives, emerging professionals, or women navigating the intersection of career, leadership, and family—through storytelling, insight, and a style that’s deeply grounded and free of pretense. Hillary delivers the message they didn’t know they needed—and the leadership shift they’ll remember.
“I’d follow her into war.”
That’s how one team member—who served under Hillary Reynolds in the U.S. Army and later worked with her at a Fortune 100 financial services company—described her leadership. It’s not just a compliment—it’s a statement about trust, presence, and the kind of leader people instinctively want to follow.
Hillary Reynolds helps leaders unlock performance that lasts—without burning themselves (or their teams) out in the process.
She is a leadership and resiliency speaker, performance coach, and senior executive with 15+ years of experience leading strategy and operations across the military, Fortune 100 financial services, and healthcare technology. Her signature blend of real-world leadership, humor, and human-centered insight makes her a trusted voice for teams navigating growth, change, and cultural transformation.
Currently serving as VP of People Operations at SafeRide Health, Hillary oversees both HR and IT Operations for a fast-growing healthcare technology company on a mission to improve access to care for vulnerable populations. In every role—from the battlefield to the boardroom—she’s focused on one thing: building resilient, high-performing cultures where people can thrive, not just survive.
What makes Hillary different is how she shows up—and where she’s done it. Her performance across vastly different environments—military units, Fortune 100 boardrooms, and fast-scaling tech orgs—reflects a rare adaptability and leadership range that recruiters and executives alike call “exceptional.”
Her lived experience as a caregiving spouse, single mother, and rising executive informs a leadership style that is equal parts practical and deeply human. Audiences describe her as clear, candid, energizing, and above all—real. She leads with humor, heart, and humility, and teaches others how to do the same.
Through keynotes, workshops, and coaching, Hillary helps organizations reimagine what great leadership looks like—especially under pressure. She speaks with equal impact to senior executives and emerging professionals alike, helping them build leadership habits that last and culture strategies that scale.
Audience outcomes include:
- Reset your definition of high performance (without burnout)
- Reconnect to trust as your most scalable leadership strategy
- Learn how humor, heart, and humility build followable leaders and resilient teams
Signature Talks & Offerings Include:
Seriously… It’s Not That Serious
How Humor, Heart, and Humility Build Resilient, High-Performing Teams
The 3H Leadership Framework
Leading Through Chaos with Humor, Heart, and Humility
From Surviving to Sustaining
Building Resilient Teams in High-Growth, High-Stakes Environments
Follow Her Into War
The Trust-Driven Path to High-Performance Leadership
Leadership Lab (Breakout or Coaching Series)
Follow Her Into War: A Leadership Development Experience for Emerging Executives
What Clients Say:
“Hillary brought the perfect balance of credibility, candor, and connection. Her message around cross-functional collaboration and having the right people at the table resonated across every level of our organization. Our leadership team left energized, aligned, and already thinking differently about how we work together.”
— Chief Growth Officer, HealthTech Company
“She walks people off the ledge on a daily basis—and somehow makes them laugh while doing it. Hillary brings clarity, calm, and just the right amount of humor to tough conversations.”
— Senior Director, Call Center Operations
“There’s just something about the way Hillary presents—it’s captivating. She pulls people in with clarity, confidence, and authenticity.”
— VP, Transportation
“I’d follow her into war.”
— Team Member who served with Hillary in the U.S. Army and later worked with her at a Fortune 100 financial services company
Meeting planners consistently praise Hillary’s ability to connect with diverse audiences—whether executives, emerging professionals, or women navigating the intersection of career, leadership, and family—through storytelling, insight, and a style that’s deeply grounded and free of pretense. Hillary delivers the message they didn’t know they needed—and the leadership shift they’ll remember.
