Jill Shroyer
CEO and Lead Consultant at Expedition HR
Education: University of New Hampshire
Park City, UT, USA
Biography
Hi, I’m Jill Shroyer, CEO & Lead Consultant at Expedition HR! We offer on-demand HR support through our subscription service (it’s like having a VP of HR on-call), foundational HR training, and leadership development workshops.
My team and I help businesses navigate tough workplace situations with confidence – without feeling like a jerk. I’m passionate about speaking at events and sharing my signature talk, you guessed it, "Navigating Tough Conversations… Without Feeling Like a Jerk!" This training shares a powerful step by step approach for handling sensitive discussions and sharing feedback in the workplace.
With over two decades of experience, I’m also the author of Conquer Sticky Situations: A Fresh and Empowering Approach to Tough Talks at Work and in Life (best-seller on Amazon).
Passion
Tough conversations and situations in the workplace, supporting animal rescue efforts, traveling the world with my family, and skiing deep powder!
Best Story
I never saw myself as an athlete—always picked last, always falling short. I was convinced I was destined for mediocrity. Then, one experience made me question everything.
“What if I pushed back against that story?”
"What if I questioned that belief?"
What happened next didn’t just change my path—it transformed my life.
Here’s what I learned: the stories we tell ourselves can either hold us back or push us forward. Especially in tough conversations and our ability to have them.
The moment I stopped letting an old narrative define me, I became someone I never thought I could be… and I realized I could help others do the same.
Origin Story
I spent 17 years working in Human Resources, starting as an HR Assistant and climbing to Executive HR roles across diverse industries.
Along the way, I discovered I had a talent for handling tough conversations—and helping others navigate them without feeling like a jerk!
Then one day, someone asked me to consult on a tricky "HR situation" with an employee—and it was then that my HR consulting career was born...
Example talks
10 Ways to Prevent "Sticky HR Situations" in Your Business
This presentation will review 10 actionable ways businesses can prevent unwanted HR situations – from ensuring they have up-to-date and accurate job descriptions, learning what they need to know to keep out of risky situations when it comes to employment law, how to successfully navigate tough workplace situations, and more!
After this training, attendees will feel confident in knowing they have the power to take prompt action to keep them out of “sticky HR situations!”
This is a great presentation for organizations without internal HR or those who have an inexperienced HR person who needs guidance to keep the organization out of a sticky HR situation.
Navigating Tough Conversations... Without Feeling Like a Jerk!
The session will start with attendees being prompted to question their beliefs when it comes to having tough conversations. The presentation will immediately then dive into tips and techniques for building trust and how to be more aware of body language in a tough conversation, as well as ‘inviting in’ vs ‘shutting out’ language. Attendees will learn our Expedition HR 5-step formula to handling tough conversations as well as a 3-prong approach to those steps. The presentation will close with preparing attendees for the “What Ifs” for when a tough conversation doesn’t go as planned and other phrasing tips for successful interactions. The presentation will be accompanied by a Worksheet.
After this training, attendees will:
• Confidently be able to script a tough conversation using the 5-step formula - that they can feel good about!
• Apply the 3-prong approach to any tough conversation to amplify the impact
• Be able to prepare for “What Ifs” in any tough conversation
• Be ready to go out and have the tough conversation that is weighing on them!
This session is terrific for corporate leadership groups or all employees in any organization who want to learn how to have better tough conversations. I can share dozens of references for this successful and popular talk.
I am willing to travel
More than 100 miles
When it comes to payments
Everything is negotiable
Topics
Best Story
I never saw myself as an athlete—always picked last, always falling short. I was convinced I was destined for mediocrity. Then, one experience made me question everything.
“What if I pushed back against that story?”
"What if I questioned that belief?"
What happened next didn’t just change my path—it transformed my life.
Here’s what I learned: the stories we tell ourselves can either hold us back or push us forward. Especially in tough conversations and our ability to have them.
The moment I stopped letting an old narrative define me, I became someone I never thought I could be… and I realized I could help others do the same.
Origin Story
I spent 17 years working in Human Resources, starting as an HR Assistant and climbing to Executive HR roles across diverse industries.
Along the way, I discovered I had a talent for handling tough conversations—and helping others navigate them without feeling like a jerk!
Then one day, someone asked me to consult on a tricky "HR situation" with an employee—and it was then that my HR consulting career was born...
Example talks
10 Ways to Prevent "Sticky HR Situations" in Your Business
This presentation will review 10 actionable ways businesses can prevent unwanted HR situations – from ensuring they have up-to-date and accurate job descriptions, learning what they need to know to keep out of risky situations when it comes to employment law, how to successfully navigate tough workplace situations, and more!
After this training, attendees will feel confident in knowing they have the power to take prompt action to keep them out of “sticky HR situations!”
This is a great presentation for organizations without internal HR or those who have an inexperienced HR person who needs guidance to keep the organization out of a sticky HR situation.
Navigating Tough Conversations... Without Feeling Like a Jerk!
The session will start with attendees being prompted to question their beliefs when it comes to having tough conversations. The presentation will immediately then dive into tips and techniques for building trust and how to be more aware of body language in a tough conversation, as well as ‘inviting in’ vs ‘shutting out’ language. Attendees will learn our Expedition HR 5-step formula to handling tough conversations as well as a 3-prong approach to those steps. The presentation will close with preparing attendees for the “What Ifs” for when a tough conversation doesn’t go as planned and other phrasing tips for successful interactions. The presentation will be accompanied by a Worksheet.
After this training, attendees will:
• Confidently be able to script a tough conversation using the 5-step formula - that they can feel good about!
• Apply the 3-prong approach to any tough conversation to amplify the impact
• Be able to prepare for “What Ifs” in any tough conversation
• Be ready to go out and have the tough conversation that is weighing on them!
This session is terrific for corporate leadership groups or all employees in any organization who want to learn how to have better tough conversations. I can share dozens of references for this successful and popular talk.