Jonathan Simkins - CEO @ Plainsight - Crunchbase Person Profile

Overview

Number of Current Board & Advisor Roles

Number of Founded Organizations

Primary Job Title CEO
Primary Organization
Plainsight

Location Miami, Florida, United States
Regions Greater Miami Area, East Coast, Southern US
Gender Male

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Jonathan Simkins is based out of Miami, Florida, and is the Chief Executive Officer of Plainsight. Jonathan previously worked at Kosai as a founder and chief executive officer. Jonathan Simkins attended the University of Washington.

Jobs

Number of Current Jobs

Number of Past Jobs

Jonathan Simkins

is the

CEO

Plainsight

. Additionally,

Jonathan Simkins

has had

past jobs including

President & CFO

Plainsight

Plainsight CEODec 18, 2025

Organization Name	Title At Company	Start Date	End Date
Plainsight	President & CFO	Jul 2025	Dec 2025
Kosai	Founder and Chief Executive Officer	Sep 2023	Jul 2025
Canonical	CFO	Oct 2021	Sep 2023
CyberGRX	CFO	Oct 2016	Jul 2019

Board and Advisor Roles

Number of Current Board & Advisor Roles

Jonathan Simkins

holds

board and advisor roles as

Industry Advisor

Bregal Sagemount

and

Industry Advisor

Advent International

Bregal Sagemount Industry AdvisorAug 2025
Advent International Industry AdvisorSep 2023

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