3x founder

Massimo Chieruzzi

Chief AI Officer & Board Member @ Treatwell. Ex Hootsuite, AdEspresso, Breadcrumbs. YC & 500S

Co-founder

Breadcrumbs.io· Summer 2021🇮🇹 Milan, Lombardy, Italy

in LinkedIn 𝕏 @MassimoCw

2026Chierf AI Officer· Treatwell

Founder · since 2010

Company

Treatwell

Role

Chierf AI Officer

current

Stage

—

no public source

Raised

—

no public source

Based

Milan, Lombardy, Italy

current

Founder / co-founder — the company's markEmployee / research role

Source: LinkedIn work history

Profile coverage5 of 7 · missing posts, contact

Breadcrumbs.io

No-code scoring engine identifying your most engaged upsell opps

Summer 2021

Experience

Career

Treatwell
Chierf AI Officer · Milan, Lombardy, Italy · 2026 – Present
2026
Treatwell
Executive Board Member · Milan, Lombardy, Italy · 2025 – Present
2025
Treatwell
Chief Business Development Officer · Milan, Lombardy, Italy · 2025 – 2026
2025
BreadcrumbsIO
Co-founder
Co-Founder & CPO · Milan, Lombardy, Italy · 2020 – 2025
2020
Facebook
Advisory Board, Binario F · Italy · 2019 – 2021
2019
Hootsuite
General Manager, AdEspresso · Milan, Lombardy, Italy · 2017 – 2020
2017
AdEspresso
Co-founder
CEO & Co-Founder · San Francisco, California · 2012 – 2017
2012
Creative Web
CEO · 2000 – 2013
2000
Media Zen
Founder
Founder and CEO · 2010 – 2011
2010
Newton
Freelance Journalist · Milan · 1998 – 2001
1998
PDC - Produzione di Comunicazione
Journalist & PR · 1998 – 2000
1998

Bio

I sit between Marketing and Product. Passionate about SEO & Inbound marketing. Spaghetti coder. CMO and CoFounder of Breadcrumbs Prev. CEO & Cofounder of AdEspresso, sold to Hootsuite in 2016.