Jeffrey Bailey in

Jeffrey Bailey

Inspirer · DISC type di
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.

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

How Jeffrey shows up

Decisive
Confident & Optimistic
Achievment Oriented

They respond well to objective pitches but also attach some value to relationships. They usually prefer to drive the conversation. They measure a product on its merit but can be influenced by strong testimonials.

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.
+5 more topics Login to view topics
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

No media yetWe could not find public media appearances for this person.
Education
Bachelor of Arts
UC Irvine
Social presence
in
Behavioral profile

DISC profile (public)

d

Dominance (D)

Dominance (D) reflects how goal and task oriented a person is, and their ability to accomplish results irrespective of how demanding the circumstances might be. Those scoring high tend to be motivated by winning, competition, and success.

Other Observe.AI Employees

Explore more public profiles from related professionals.

More profiles

Discover additional public profiles from our index.

Unlock the full playbookSee exactly how to sell to Jeffrey. Free, 10 seconds.