Jeffrey Bailey in

Jeffrey Bailey

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Senior Implementation Manager at Observe.AI
📍 Los Angeles, California, United States

Jeffrey is a results-driven project leader with over 14 years of experience implementing AI and technology solutions at companies like Observe. AI, LivePerson, and ZipRecruiter. Colleagues describe him as highly-organized, strategic, and detail-oriented. He holds a Bachelor of Arts from UC Irvine and a certification in LivePerson AI Native.

He has a demonstrated passion for delivering high-impact projects in fast-paced environments, with a focus on accelerating time-to-value for enterprise customers across the financial services, healthcare, and retail industries.

At a previous role, he launched an AI recruiting assistant that increased his companys annual recurring revenue by $600K within the first three months.

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Experience
8 Years
Current Role
Senior Implementation Manager
Job Level
Middle
Location
Los Angeles, California, United States
Personality Overview

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Communication Style
Decision Approach
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Priorities

Topics Jeffrey cares about

Conversational AI Platforms
His current and recent roles at Observe. AI and LivePerson involve driving the successful implementation of conversation intelligence and generative AI solutions for enterprise clients.
AI in Recruiting
At Paradox, he managed the launch of an AI recruiting assistant for major enterprise customers, directly contributing to significant revenue growth.
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Career

Work history

7-2025
Senior Implementation Manager
Observe.AI
11-2021 - 7-2025
Senior Technical Program Manager
LivePerson
11-2020 - 6-2021
Enterprise Implementation Manager
Paradox
8-2017 - 3-2020
Project Manager, HR
ZipRecruiter
3-2016 - 1-2017
Park Systems Deployment Manager
Sky Zone
In the press

Media appearances

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Education
Bachelor of Arts
UC Irvine
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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