John Fegan in

John Fegan

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Head of Sales - Midwest and Chicago at Restaurant365
📍 Greater Chicago Area, United States

John is the Head of Sales for the Midwest and Chicago at Restaurant365, bringing extensive experience from leadership roles at ZipRecruiter and CareerBuilder. He excels at building high-performing sales teams focused on Fortune 500 clients and SaaS products. John earned a BA in Business Management from Southern Illinois University.

Colleagues describe John as a true leader who genuinely cares about his team’s success, leading by example and fostering their professional growth. He has a professional interest in staying current with business strategy and management trends through publications like the Harvard Business Review.

A former colleague uniquely described him as the "Ace of Spades in Blackjack, " a testament to his reliability and success in sales.

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Experience
20 Years
Current Role
Head of Sales - Midwest and Chicago
Location
Greater Chicago Area, United States
Personality Overview

How John 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 John cares about

Sales Leadership
Has a long track record of leading and promoting successful sales teams at companies like Restaurant365, ZipRecruiter, and CareerBuilder.
Restaurant Technology
Currently leads Midwest sales for Restaurant365, a top back-office software solution for the restaurant industry, and actively recruits for his team.
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Career

Work history

9-2024 - 12-2025
Head of Sales - Midwest and Chicago
Restaurant365
1-2022 - 9-2024
Senior Key Accounts Leader, Enterprise
ZipRecruiter
5-2019 - 1-2022
Key Accounts Leader, Enterprise Midwest and Canada
ZipRecruiter
10-2016 - 4-2019
Area Director National Accounts - Staffing & Recruiting Group
CareerBuilder
10-2014 - 9-2016
Regional Sales Manager, Major Accounts - Staffing & Recruiting Group
CareerBuilder
In the press

Media appearances

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Education
1998 - 2002
BA Business Management
Southern Illinois University, Carbondale
Social presence
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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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