Alex Leonov in

Alex Leonov

Trailblazer · DISC type DI
CTO & Co-Founder at Docsum
📍 New York, New York, United States

Alex Leonov is the CTO and Co-Founder of Docsum, where he builds systems to streamline contract analysis using AI. His background includes senior software engineering roles at Pacaso and Fidelity Investments, with a dual degree in Engineering from North Carolina State University. Colleagues describe him as insightful, proactive, and diligent, with a talent for creating elegant technical solutions.

Outside of his main tech career, Alex has demonstrated significant entrepreneurial drive. He co-founded The Barbox Co. , a mobile bartending service for private events. He successfully managed all aspects of the business, including sales, operations, and finance, before ultimately selling the company, showcasing his hands-on business and management skills.

Unique fact: Alex co-founded and sold a mobile bartending business, managing everything from sales to operations.

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Experience
10 Years
Current Role
CTO & Co-Founder
Job Level
Leadership
Location
New York, New York, United States
Personality Overview

How Alex shows up

Charismatic
Friendly But Fast
Informal

They are charming and have the ability to align others behind their decisions. They respond better to a combination of speed and relationship. They will fight for you if they come to believe in you.

Priorities

Topics Alex cares about

AI in Legal Tech
As the co-founder of Docsum, he is focused on leveraging LLMs to transform legal contract review and analysis for legal and operations teams.
Application Observability
He has publicly shared his strong preference for specific observability tools like Highlight over competitors like Datadog, indicating a deep interest in application monitoring.
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Career

Work history

3-2023
CTO & Co-Founder
Docsum
9-2021 - 10-2022
Senior Software Engineer
Pacaso
1-2018 - 4-2022
Founder
The Barbox Co.
12-2019 - 7-2021
Senior Software Engineer
Fidelity Investments
1-2019 - 12-2019
Software Engineer
Fidelity Investments
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
6-2023 - 9-2023
Education details unavailable
Y Combinator
2012 - 6-2017
Bachelor of Science (BS)
North Carolina State University
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.

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