Michael Colonnese in

Michael Colonnese

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Investor at Anthropic
📍 Miami, Florida, United States

Michael Colonnese is the Chief Operating Officer at AlwaysHired, a company focused on creating tuition-free pathways into tech sales. As the founder of the acquired startup WorkAmerica and an active investor, he is deeply involved in EdTech and the Future of Work. He holds a Bachelor of Science from the University of Tennessee, Knoxville.

Beyond his work in education technology, Michael has a background as a competitive athlete and was a member of the Sigma Phi Epsilon fraternity. He also demonstrates a strong respect for the military community and has been involved in significant volunteer work, including international efforts during his university years.

Unique fact: During college, Michael was a nationally ranked tournament tennis player.

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Experience
13 Years
Current Role
Investor
Job Level
Junior
Location
Miami, Florida, United States
Personality Overview

How Michael 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 Michael cares about

Disruptive Education
His career is centered on creating alternative education models, like AlwaysHired's tuition-free bootcamp, to eliminate student debt and traditional financial barriers.
Future of Work
He invests in and advises companies that are building new platforms for career development and connecting skilled graduates with employers to fill critical talent gaps.
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Career

Work history

2-2026
Investor
Anthropic
1-2025
Member
PEF Community
5-2024
Executive Member
Pavilion
3-2024
CEO
SV Academy
8-2022
Investor
Orum
In the press

Media appearances

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Education
BS
University of Tennessee, Knoxville
Advanced Art History
Istituto Lorenzo de'​ Medici
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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