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Chicago Leadership EXchange - The Road to Engagement & Retention

April 10, 2026 9:00 AM
April 10, 2026 12:30 PM
April 10, 2026
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12:30 pm
ET
Chicago Leadership EXchange - The Road to Engagement & Retention
Leadership Exchange - Chicago, IL, 60611

Chicago Leadership EXchange - The Road to Engagement & Retention

April 10, 2026
The Ivy Room At Tree Studios
9:00 am - 12:30 pm CST
Exchange details

A hands-on Leadership EXchange with Achievers, translating AWI’s 2026 Engagement & Retention findings into a route you can drive on the next Monday.

Across Chicago, many teams are running on a low tank. Detachment has crept in. The gap between purpose and productivity is widening. If your people feel disconnected from their work, their manager, or the mission, you’re not alone.

So what is driving employees to stay, switch, or stall?

On April 10th, we’ll set out together with local internal HR and People leaders in Chicago to chart the Road to Engagement & Retention. Together, we will map the route, hitting on themes like…

  • Solving the Manager Junction where connection is critical and just as scarce.
  • Fueling the journey with growth, recognition, and feedback that power loyalty and performance.
  • Make a values pit stop to align rewards with the behaviors you truly want to scale & the rewards your people actually desire. 
  • Explore an engine upgrade where tech and AI assist without losing the human center.

What to expect

This is an pracititioner Leadership EXchange for internal HR & People leaders. In one focused morning, you’ll work alongside local peers through keynotes, peer discussions, and panels, then stay for an optional, but complimentary networking lunch.

Additional Benefits

  • SHRM & HRCI Recertification Credits - Earn credits while engaging in executive-level, operator-focused discussions.
  • Complimentary Transportation - Attend with ease: $100 Uber voucher plus on-site comped valet parking.
  • Exclusive Leadership Network Access - Join our invitation-only executive community with resources, virtual peer exchanges, and ongoing leadership development. Guaranteeing you a slot at future dinners, exchanges, and in-person programming. 
  • Post-Event Toolkit - Leave with templates, slide highlights, and a community-built playbook you can adapt immediately.
  • Team Advantage - We typically hold 2–3 seats per company so you can bring a colleague and accelerate adoption together.
  • Gifts & Raffle - Every attendee receives a special gift, plus a chance to win Amazon gift cards
  • Complimentary Lunch - Enjoy a closing meal and networking time after a morning full of learning & connection.

In Partnership With
Event Snapshot
April 10, 2026
9:00 am - 12:30 pm
The Ivy Room At Tree Studios
12 E Ohio St # 100
Chicago, IL, 60611
Invite-only · 30 seats
Practitioner-only. No vendors.
Who should attend

This complimentary program is for senior leaders in internal Total Rewards and Human Resources at organizations with 1,000+ employees (no vendors). Seating is limited and subject to availability. Attendance confirmation will be sent by achieve Engagement after we review your registration.

what to expect

Not a panel. Not a presentation.
A practitioner-only EXchange.

Shoulder-to-shoulder with local peers navigating the same executive pressures, financial scrutiny, growth mandates, and culture realities you are.
01
Curated seating aligned to your role, organization stage, and strategic priorities
02
Guided discussion prompts that unlock honest, executive-level conversation
03
Tactical insights pulled directly from the field, not theory
04
Complimentary dinner and drinks, hosted alongside our partners
Real rooms. Real conversations.
From past Leadership EXchanges
from the room

What past attendees are saying.

Senior HR & People leaders on what made the EXchange worth their evening.
Community
The sessions are immediately applicable to real work. I was coaching a new leader on exactly the topic we covered that same week. Leaders are just like everyone else. Their jobs are just different, and this community helps you see that clearly.
MD
Madeline Des Jardins
HR Leader
Community
After 20 years in leadership, I've found a community that helps me continue to lead organizational leaders and make appropriate strategic decisions. The depth of experience in the room is powerful.
EM
Eugenia McDaniel
HR Business Partner
Executive
I am so grateful for these conversations. It is absurd to expect leaders to magically just be OK when the rest of the world is not. This community gets that.
IC
Izane Cloete-Hamilton
Business Co-Owner
Community
Thank you so much to this community and the amazing audience for sharing so many insights. The peer-to-peer learning is unmatched.
DN
Dheshnee Naidoo
HR Leader
Community
I feel so energized. This community is amazing. Thank you for the authenticity and the space to learn alongside leaders who are doing the real work.
KC
Kasee Castro
HR Leader
Executive
If all your culture does is fight fires, when there are no real fires, you've bred arsonists. This is the kind of peer dialogue you get here. Sharp, honest, and immediately useful.
CM
Christopher McCormick
Founder & CEO
Community
Terrific work and conversation. There is so much we can do with a little knowledge, ingenuity, and heart. This community fills in blanks and corrects some of the ways we go off the rails.
JH
John Howard
HR Leader
Community
I always considered myself a servant leader, until I saw that I was serving everyone else ahead of myself. Valuable conversations like this are why I keep coming back.
JG
Jennifer Gabbard
HR Leader
Community
Vulnerability normalizes mental health, which is huge in organizations. We work in hierarchical structures, so employees always look above to determine what's appropriate. Be comfortable having uncomfortable conversations. If you can't do that, you can't be an effective leader.
JW
Jeff Waldman
HR Leader
Client
achieve Engagement brought clarity, action, and responsibility to a critical part of our organization's growth. They gave our team both the space and the structure to make meaningful progress on our mission, culture, and values.
DJ
Doria Johnson
Executive Director
Urban Tilth
Member
Through this partnership, I gained invaluable tools, resources, and confidence to align my team's vision with actionable goals and navigate change with strength and focus. I highly recommend achieve Engagement to anyone committed to personal growth and driving lasting organizational impact.
AC
Alexis Crean
Director, Office of Professional Well-Being & Engagement
UConn Health
Executive
Attending sessions at achieve Engagement has been transformative. Any organization would benefit immensely from this community's guidance on creating a vibrant and inclusive culture.
RK
Ralph Kellogg
Vice President People & Training
Lutheran Family Services of Nebraska
Member
The achieve Engagement community has a way of distilling complex, often overwhelming concepts into actionable insights. It brings tremendous value to HR leaders at all stages in their talent journey. I'd recommend it to any organization looking to level-up their engagement and culture practices.
JB
Jennifer Bauer
Director, Human Capital
rf IDEAS
Partner
I've been so impressed by the achieve Engagement network. The discussions are both engaging and insightful, centered on the evolving best practices in employee experience and culture strategy. Looking forward to many more collaborations in the future.
AR
Annie Rosencrans
People & Culture Director, Americas
HiBob
Executive
achieve Engagement sessions are packed with innovative strategies and insights that are crucial for any leader looking to stay ahead in today's fast-evolving work environment. Highly recommend for any event focused on building future-ready workplaces.
SH
Sherry Harding
Chief Operations Officer
Community Bridges
Executive
The achieve Engagement community has a unique ability to take a group of HR leaders into deep and meaningful discussion. All present walk away with a new idea, share an idea, and participate at a high level within a limited timeframe.
AH
Andrea Herron
Vice President Human Resources
WebMD
Executive
achieve Engagement excels at guiding leaders to foster thriving workplace environments, driving both engagement and performance. Any organization would gain substantial benefits from this community's guidance in building a vibrant, inclusive, and high-performing culture.
JC
Jamy Conrad
VP of People & HR
TrustRadius
Member
Being part of the achieve Engagement community continues to provide the most valuable return on my investment of time. I am continually impressed by the caliber of EX leaders and the intentional objectives set forth in each experience.
DC
Darla Caughey
Director of Employee Experience
Austin Independent School District
Executive
achieve Engagement brings leadership and community together in meaningful, practical ways. It's not just talk about best practices. It actively connects people, ideas, and strategies to drive real, sustainable high performance within organizations.
JF
Jyl Feliciano
Global Vice President, People, Culture & Belonging
Highspot
Industry Leader
The achieve Engagement Leadership Network has become one of my favorite professional spaces. It's rare to find a community where you can connect with others who are truly in the trenches doing similar work. Speakers consistently share best practices they've actually tested, and I frequently walk away thinking, 'I can adapt this for us.'
BM
Bridgette McCullough
Principal Culture Advisor
Great Place to Work
Community
The sessions are immediately applicable to real work. I was coaching a new leader on exactly the topic we covered that same week. Leaders are just like everyone else. Their jobs are just different, and this community helps you see that clearly.
MD
Madeline Des Jardins
HR Leader
Community
After 20 years in leadership, I've found a community that helps me continue to lead organizational leaders and make appropriate strategic decisions. The depth of experience in the room is powerful.
EM
Eugenia McDaniel
HR Business Partner
Executive
I am so grateful for these conversations. It is absurd to expect leaders to magically just be OK when the rest of the world is not. This community gets that.
IC
Izane Cloete-Hamilton
Business Co-Owner
Community
Thank you so much to this community and the amazing audience for sharing so many insights. The peer-to-peer learning is unmatched.
DN
Dheshnee Naidoo
HR Leader
Community
I feel so energized. This community is amazing. Thank you for the authenticity and the space to learn alongside leaders who are doing the real work.
KC
Kasee Castro
HR Leader
Executive
If all your culture does is fight fires, when there are no real fires, you've bred arsonists. This is the kind of peer dialogue you get here. Sharp, honest, and immediately useful.
CM
Christopher McCormick
Founder & CEO
Community
Terrific work and conversation. There is so much we can do with a little knowledge, ingenuity, and heart. This community fills in blanks and corrects some of the ways we go off the rails.
JH
John Howard
HR Leader
Community
I always considered myself a servant leader, until I saw that I was serving everyone else ahead of myself. Valuable conversations like this are why I keep coming back.
JG
Jennifer Gabbard
HR Leader
Community
Vulnerability normalizes mental health, which is huge in organizations. We work in hierarchical structures, so employees always look above to determine what's appropriate. Be comfortable having uncomfortable conversations. If you can't do that, you can't be an effective leader.
JW
Jeff Waldman
HR Leader
Client
achieve Engagement brought clarity, action, and responsibility to a critical part of our organization's growth. They gave our team both the space and the structure to make meaningful progress on our mission, culture, and values.
DJ
Doria Johnson
Executive Director
Urban Tilth
Member
Through this partnership, I gained invaluable tools, resources, and confidence to align my team's vision with actionable goals and navigate change with strength and focus. I highly recommend achieve Engagement to anyone committed to personal growth and driving lasting organizational impact.
AC
Alexis Crean
Director, Office of Professional Well-Being & Engagement
UConn Health
Executive
Attending sessions at achieve Engagement has been transformative. Any organization would benefit immensely from this community's guidance on creating a vibrant and inclusive culture.
RK
Ralph Kellogg
Vice President People & Training
Lutheran Family Services of Nebraska
Member
The achieve Engagement community has a way of distilling complex, often overwhelming concepts into actionable insights. It brings tremendous value to HR leaders at all stages in their talent journey. I'd recommend it to any organization looking to level-up their engagement and culture practices.
JB
Jennifer Bauer
Director, Human Capital
rf IDEAS
Partner
I've been so impressed by the achieve Engagement network. The discussions are both engaging and insightful, centered on the evolving best practices in employee experience and culture strategy. Looking forward to many more collaborations in the future.
AR
Annie Rosencrans
People & Culture Director, Americas
HiBob
Executive
achieve Engagement sessions are packed with innovative strategies and insights that are crucial for any leader looking to stay ahead in today's fast-evolving work environment. Highly recommend for any event focused on building future-ready workplaces.
SH
Sherry Harding
Chief Operations Officer
Community Bridges
Executive
The achieve Engagement community has a unique ability to take a group of HR leaders into deep and meaningful discussion. All present walk away with a new idea, share an idea, and participate at a high level within a limited timeframe.
AH
Andrea Herron
Vice President Human Resources
WebMD
Executive
achieve Engagement excels at guiding leaders to foster thriving workplace environments, driving both engagement and performance. Any organization would gain substantial benefits from this community's guidance in building a vibrant, inclusive, and high-performing culture.
JC
Jamy Conrad
VP of People & HR
TrustRadius
Member
Being part of the achieve Engagement community continues to provide the most valuable return on my investment of time. I am continually impressed by the caliber of EX leaders and the intentional objectives set forth in each experience.
DC
Darla Caughey
Director of Employee Experience
Austin Independent School District
Executive
achieve Engagement brings leadership and community together in meaningful, practical ways. It's not just talk about best practices. It actively connects people, ideas, and strategies to drive real, sustainable high performance within organizations.
JF
Jyl Feliciano
Global Vice President, People, Culture & Belonging
Highspot
Industry Leader
The achieve Engagement Leadership Network has become one of my favorite professional spaces. It's rare to find a community where you can connect with others who are truly in the trenches doing similar work. Speakers consistently share best practices they've actually tested, and I frequently walk away thinking, 'I can adapt this for us.'
BM
Bridgette McCullough
Principal Culture Advisor
Great Place to Work
Agenda

An evening designed for breakthroughs.

9:00 AM

Check-In & Continental Breakfast

The room officially opens. Come join early, check-in, network and enjoy some morning coffee & snacks

9:30 AM

Welcome & Introductions - Low-Tank Diagnostic + Why It Matters

Kick off with a fast pulse check on “stay, switch, or stall” and map where connection is leaking. You’ll align with local HR & People leaders on the stakes, the shared goals, and what success will look like today.

9:40 AM

Opening Keynote - Signals, Shifts, and Stay Power: Navigating the Road to Retention in 2026

As the labor market continues to shift under the weight of new technologies, geopolitical disruption, and changing skill expectations, the biggest risk for HR leaders is driving blind.

In this opening keynote, Tomeka Hill-Thomas, PhD, brings a data-backed view of what’s changing now, what’s coming next, and what it means for the “Road to Engagement & Retention” in 2026. Expect practical insight on the signals to watch, how workforce planning is evolving, and how leaders can realign roles and skills to reduce capability gaps, strengthen manager effectiveness, and retain critical talent.

Tomeka Hill-Thomas, PhD is a Global HR Executive, business strategy leader, and PhD labor economist who advises Fortune 500 organizations and universities on labor market intelligence, workforce planning forecasts, and future-ready operating models. A data scientist and people analytics leader, she helps executives translate complex workforce trends into clear strategic moves, aligning roles, skills, and KPIs to business goals while enabling organizational transformation and change at scale.

10:10 AM

Peer EXchange #1 - The Manager Junction (Case Scenario)

Work a live scenario of thin manager connection and early turnover. In table teams, define what “good” looks like inside real workflows and draft a simple playbook to re-energize the manager–employee relationship.

10:35 AM

Keynote: Destination & Route - The Connected Company

We are living through a period of unprecedented change - economically, geopolitically, and culturally.

At work, it’s not much better. According to Achievers Workforce Institute (AWI), just 23% of employees feel capable of managing change and most are unclear about what’s expected of them at work.

In this interactive session, Kristy Jones, an AWI Advisor and VP of Human Resources for Achievers, will explore The Connected Company, and the surprising role frequent recognition has in connecting employees to their mandate, mission, manager and peers.

About Kristy Jones, Vice President of Employee Success, Achievers

Kristy Jones is a senior HR executive and transformation leader with over 20 years of experience building high‑performing, people‑centric organizations. As the Vice President of Employee Success at Achievers, Kristy leads global initiatives across performance, culture, talent development, organizational effectiveness, and HR technology modernization. Her work focuses on enabling organizations to navigate constant change while strengthening employee connection, capability, and clarity. A recognized thought leader in the future of work, Kristy has led large‑scale transformations in performance management, workforce design, health and benefits moderation, leadership development, and skills‑based talent strategy. She is also a trusted advisor to the Achievers Workforce Institute (AWI), where she collaborates on research and insights that help HR leaders build more connected, resilient, and high‑performing cultures.

Known for her practical, human‑centered approach, Kristy blends deep operational experience with a passion for innovation — helping organizations create workplaces where people can thrive, leaders can lead with confidence, and companies can adapt quickly to an ever‑changing world.

11:05 AM

Mid-Program Break

11:15 AM

Peer EXchange #2 — Course-Correction Lane + Values Pit Stop

Design a sustainable feedback rhythm that keeps teams on track, then align recognition and rewards to the behaviors your culture truly values and rewards your people actually care about. You’ll capture leading metrics and example prompts you can use immediately.

11:40 PM

Closing Panel — Values Pit Stop & Engine Upgrade (Tech & AI as Assist)

Pressure-test your table’s playbook with expert input and explore where platforms and AI can amplify connection without losing the human center.

  • Moderator:
    • Zech Dahms, President, achieve Engagement
  • Panelists: 
    • Terra Martire, Chief Human Resources Officer (CHRO), Sara Lee Frozen Bakery
    • Sarah Klebo, Director of Human Resources, Fitness Formula Clubs
12:10 PM

Closing Remarks

Lets wrap up the day with intentions and lessons learned.

12:30 PM

Networking Lunch

Keep the momentum going with curated introductions and peer follow-ups. Swap strategies, compare plays, and lock in your strategic peer circle for the rest of the year!

1:30 PM

Event Concludes

Additional Benefits

More than networking. A full learning experience of value.

SHRM & HRCI Recertification Credits

Earn credits while engaging in executive-level, operator-focused discussions.

Complimentary Transportation

Attend with ease: Uber voucher plus on-site comped valet parking.

Team Advantage

We typically hold 2–3 seats per company so you can bring a colleague and accelerate adoption together.

Gifts & Raffle

Every attendee receives a special gift, plus a chance to win Amazon gift cards.

Exclusive Leadership Network Access

Join our invitation-only executive community with resources, virtual peer exchanges, and ongoing leadership development.
Venue

The Ivy Room At Tree Studios

EX Leadership Network

Let's Raise the People Function — Together

Membership turns this one-time event into a full year of learning, connection, and growth with peers who are operating at your level.
  • First access to in-person Leadership Exchanges
    Confirmed access before public registration opens.
  • Monthly virtual peer exchanges
    Small-group sessions on the challenges you're navigating now.
  • Private member directory & introductions
    Curated connections to operators across roles, stages, and industries.
  • On-demand resource library
    Frameworks, templates, and playbooks from every EXchange and Masterclass.
  • Executive Masterclasses & roundtables
    Deep-dive learning with sitting CHROs, CFOs, and senior operators.
From the Room

Moments from past Leadership EXchanges.

A glimpse into the rooms where the real conversations happen.

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