Carolina D'Alessandro, Ph.D in

Carolina D'Alessandro, Ph.D

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Chief Executive Officer at Portofino Immobiliare
📍 San Francisco, California, United States

Carolina is the founder of AMA, an AI-powered coach designed to prevent burnout in entrepreneurs. With a PhD in AI for Healthcare and executive education from Columbia Business School, she previously excelled as the CEO of a real estate firm, closing over €50M in sales.

As a serial entrepreneur who also founded an aerospace company and two non-profits, she is passionate about founder sustainability. She developed a personal method for mental and physical wellbeing, viewing it as the most critical asset for entrepreneurial success, which became the inspiration for AMA.

Unique fact: Carolina has founded companies in fields as diverse as aerospace, real estate, and artificial intelligence.

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Experience
4 Years
Current Role
Chief Executive Officer
Job Level
Leadership
Location
San Francisco, California, United States
Personality Overview

How Carolina 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 Carolina cares about

Founder Wellbeing
Her company, AMA, is dedicated to preventing founder burnout, a mission she champions based on her personal experience as a 3x entrepreneur.
AI in Healthcare
Holds a PhD in this field, which serves as the technical foundation for her proactive AI coaching platform designed to protect founders' health.
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Career

Work history

8-2024
Chief Executive Officer
Portofino Immobiliare
9-2023 - 8-2024
Director General
Portofino Immobiliare
8-2021 - 8-2023
Executive Sales Manager
Portofino Immobiliare
9-2025
Founder
Stealth Startup
2-2025
Co-Founder
DOPE Hubs
In the press

Media appearances

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Education
Executive Education
Columbia Business School
9-2025 - 5-2026
Master's degree
Genoa Entrepreneurship School
Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

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