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Reilly KasprakRK
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Reilly Kasprak

@reillykasprak

Relationship-first client services leader with 9+ years turning performance data into actionable outcomes.

United States
Message

What I'm looking for

I’m looking for a relationship-first role where I can turn performance data into clear action, align stakeholders across teams, and deliver measurable outcomes—while continuing to grow my expertise in analytics, client strategy, and community-focused service.

I’m a relationship-first client services manager with 9+ years building trusted partnerships, delivering exceptional customer experiences, and engaging diverse communities. In my current role at Gallagher Bassett, I build and deliver client-facing presentations and manage reporting and analytics for a large portfolio of accounts to track outcomes and drive results.

I lead stakeholder meetings to align cross-functional teams around community partnership and account goals, while managing multiple concurrent client projects under pressure. Previously as a Senior Claims Specialist at Liberty Mutual Insurance, I managed complex workers’ compensation claims across multiple states with a focus on cost-effective, data-driven resolution, and I mentored new hires through process improvements and efficient case work. Outside of work, I bring the same people-first energy to running and wellness as a Running Footwear Specialist and brand representative at local running events.

Experience

Work history, roles, and key accomplishments

DS
Current

Volunteer

DuPage County Animal Services

Jan 2025 - Present (1 year 6 months)

Volunteered at DuPage County Animal Services starting in 2025.

GB
Current

Client Services Manager

Gallagher Bassett

May 2024 - Present (2 years 2 months)

Manage reporting and analytics for a portfolio of accounts, and deliver client-facing presentations translating performance data into actionable insights. Lead stakeholder meetings and coordinate cross-functional teams to align on partnership and account goals.

DA
Current

Running Footwear Specialist

Dick Pond Athletics

Sep 2022 - Present (3 years 10 months)

Serve as a running footwear specialist providing product consultations to support customer needs, brand loyalty, and repeat business. Build community engagement through local running event representation and help inform inventory and merchandising based on customer trends.

LI

Senior Claims Specialist I

Liberty Mutual Insurance

Jun 2017 - May 2024 (6 years 11 months)

Managed complex workers' compensation claims across multiple states, focusing on cost-effective, data-driven resolution. Conducted detailed file reviews to identify process improvements and efficiency gains, while building strong relationships with internal teams and clients.

WS

Basketball Coach

West Chicago High School

Jan 2022 - Jan 2024 (2 years)

Coached basketball at West Chicago High School, supporting team development and performance.

LI

Frontline Advisory Panel Member

Liberty Mutual Insurance

Jan 2017 - Jan 2024 (7 years)

Served as a Frontline Advisory Panel member at Liberty Mutual Insurance from 2017 to 2024.

SS

Boys & Girls Basketball Coach

St. John's Middle School

Jan 2017 - Jan 2021 (4 years)

Coached boys and girls basketball teams at St. John's Middle School.

SS

Assistant Girls JV Lacrosse Coach

St. Charles East High School

Jan 2026 - Present (6 months)

Provided assistant coaching for a girls JV lacrosse team at St. Charles East High School.

Education

Degrees, certifications, and relevant coursework

Northwestern University logoNU

Northwestern University

Master of Science, Communications

2024 -

Pursuing an M.S. in Communications at Northwestern University.

Illinois Wesleyan University logoIU

Illinois Wesleyan University

Bachelor of Arts, Business Management

Completed a B.A. in Business Management at Illinois Wesleyan University.

Tech stack

Software and tools used professionally

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