Ryan Weber in

Ryan Weber

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Director of Sales Enablement at City Wide Facility Solutions
📍 Kansas City Metropolitan Area, United States

Ryan is a seasoned operations executive with over 20 years of experience managing multi-billion-dollar retail environments. As the Director of Sales Enablement at City Wide Facility Solutions, he focuses on enterprise workforce strategy and P&L management. People who have worked with him describe him as an outstanding leader adept at building and empowering teams.

He directed a $1B labor portfolio at H&R Block, overseeing a workforce of over 70, 000 associates across 6, 500 locations.

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Experience
20 Years
Current Role
Director of Sales Enablement
Job Level
Mid-senior
Location
Kansas City Metropolitan Area, United States
Personality Overview

How Ryan shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Ryan cares about

Sales Enablement
In his current role as Director of Sales Enablement, he is actively building out his team to drive growth and operational excellence.
Large-Scale Operations
He has extensive experience translating high-level strategy into scalable operational models for workforces as large as 70, 000 associates across 6, 500+ locations.
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Career

Work history

1-2026
Director of Sales Enablement
City Wide Facility Solutions
12-2020 - 6-2025
Vice President of Tax Professional Experience
H&R Block
12-2019 - 1-2020
Tax Professional Experience Project Manager
H&R Block
6-2015 - 1-2020
Regional Director of Sales and Service
H&R Block
1-2011 - 6-2015
District Manager (Charlottesville, VA)
H&R Block
In the press

Media appearances

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Education
1999 - 2003
Bachelor of Business Administration (B.B.A.)
St. Bonaventure University
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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