Kailey Maldonado in

Kailey Maldonado

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Customer Support Manager at RETR
📍 New York, New York, United States

Kailey is a Customer Support Manager at RETR, specializing in building and leading Customer Experience and Quality Assurance departments. Described by colleagues as impressive and approachable, she is a self-proclaimed "CSAT Fangirl" with a knack for transforming CX in scaling startups. She holds a Bachelor of Science from John Jay College.

Outside of her primary roles, Kailey dedicates time to mentoring new companies as a volunteer CX Coach for the Zendesk for Startups program. This demonstrates a passion for helping businesses establish strong customer support frameworks from the very beginning.

She has successfully built entire Quality Assurance departments from scratch at multiple companies, including Pair Eyewear.

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Experience
7 Years
Current Role
Customer Support Manager
Job Level
Middle
Location
New York, New York, United States
Personality Overview

How Kailey 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 Kailey cares about

CX Quality Assurance
Her experience is centered on creating and leading QA departments from the ground up at companies like Pair Eyewear and Freshly.
Customer Satisfaction (CSAT)
She identifies as a "CSAT Fangirl" in her professional headline and has extensive experience analyzing CSAT and NPS data to improve customer experience.
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Career

Work history

6-2025
Customer Support Manager
RETR
2-2025 - 5-2025
Customer Service Manager
Sloomoo Institute
4-2022 - 4-2022
Volunteer CX Coach at Zendesk for Startups
Zendesk
8-2021 - 10-2024
CX Quality Assurance & Enablement Manager
Pair Eyewear
5-2016 - 8-2021
CX Quality Assurance Supervisor
Freshly
In the press

Media appearances

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Education
8-2009 - 5-2014
Bachelor of Science - BS
John Jay College (CUNY)
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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