A

Andrea Calcagno

CEO

Brooklyn, New York, United States23 yrs 11 mos experience
Most Likely To SwitchHighly Stable

Key Highlights

  • Raised $20M for Cloud4Wi from top investors.
  • Connected 150 million guests across 60,000 locations.
  • Recognized as a top CEO in the tech industry.
Stackforce AI infers this person is a SaaS executive with a strong focus on AI-driven business transformation.

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Skills

Core Skills

Executive LeadershipBusiness-to-business (b2b)

Other Skills

Strategic ThinkingWireless NetworkingChannel SalesStart-ups ManagementSales LeadershipStartup DevelopmentOrganizational LeadershipManagementLean StartupFinanceTechnology EvaluationProduct DevelopmentProduct LaunchSoftware Product ManagementMarket Research

About

With over 25 years of experience driving strategic vision and operational execution for global B2B SaaS startups, I am passionate about harnessing Artificial Intelligence and next-generation connectivity to drive business transformation. As the CEO and Co-Founder of Cloud4Wi, I have spearheaded the growth of a pioneering, AI-first enterprise Wi-Fi platform. By seamlessly connecting people and things, our technology empowers Fortune 500 companies to unlock the full potential of their physical locations and deliver innovative, location-aware experiences. Today, Cloud4Wi scales across 120 countries, connecting 150 million guests in over 60,000 locations. Building on this commitment to technological growth, I proudly volunteer as Co-Founder, VP, and Board Member of i3/NYC, a non-profit organization dedicated to fostering and empowering the vibrant community of Italian innovators in New York City. Beyond my operational and non-profit roles, I am an active Angel Investor. I leverage my executive-level proficiency in AI, 5G, and smart technologies to advise, fund, and scale promising early-stage startups. Throughout my career, my ability to lead multicultural teams, navigate complex global markets, and give back to the entrepreneurial ecosystem allows me to create long-term, sustainable value across the enterprise tech landscape. Outside of the boardroom, I am deeply passionate about all things tech, an avid soccer fan, and always exploring the creative possibilities of AI art.

Experience

23 yrs 11 mos
Total Experience
5 yrs 10 mos
Average Tenure
8 yrs
Current Experience

I³/nyc - italian innovators initiative

Co-Founder / Board Member

Sep 2024Present · 1 yr 8 mos · New York City Metropolitan Area

  • At I³/NYC, our mission is to support Italian innovation at every stage, from early startups to established enterprises. We provide the tools, mentorship, and resources needed for Italian businesses to succeed in the U.S. and beyond. We connect innovators with New York’s world-class infrastructure, talent pool, and venture capital network.

Tifeo

Member Board of Directors

Sep 2023Present · 2 yrs 8 mos · New York City Metropolitan Area · Remote

Endeavor

Entrepreneur

May 2018Present · 8 yrs · 900 Broadway, New York, New York 10003, US

  • Endeavor is a mission-driven, global organization leading the high-impact entrepreneurship movement. Endeavor was founded on the belief that job creation, innovation, and overall prosperity flourish where there is robust support for high-impact entrepreneurs. Launched in 1997, Endeavor has established a presence in nearly 40 markets across Latin America, Asia, Africa, the Middle East, and underserved areas of Europe and the United States. Today, Endeavor supports over 1,800 high-impact entrepreneurs at the “scale-up” stage, offering them a best-in-class seal of approval, an unrivaled personal and professional network, frictionless co-investment capital, and peer-to-peer idea exchange in a truly global setting. In 2018, Endeavor companies generated over $20BN in revenues and created over 3MM+ jobs in their markets. Endeavor’s ultimate aim is a more equitable and prosperous future for everyone.
Strategic ThinkingExecutive LeadershipBusiness-to-Business (B2B)Start-ups ManagementStartup DevelopmentOrganizational Leadership+15

Cloud4wi

President, CEO and co-founder

Feb 2014Present · 12 yrs 3 mos · Greater New York City Area

  • Cloud4Wi helps organizations unlock the power of physical locations. With our cloud platform, organizations can offer guests a seamless, secure WiFi connectivity and unleash innovative location-aware experiences, while driving business outcomes – without any additional workload for IT staff.
  • With over 150 million guests connected across 60,000 locations in more than 120 countries, Cloud4Wi is the trusted partner of leading global organizations including Albertsons, Burger King, Campari Group, Carmila (Carrefour Group), Guess, Gruppo FS Italiane, and Valentino.
  • Cloud4Wi is headquartered in New York with offices in San Francisco, Pisa and Milan.
  • I am leading Clud4Wi strategy and execution with the following responsibilities.
  • Manage and coordinate the management team execution
  • Define and lead strategic projects and processes with a focus to improve business performance
  • Daily work with the sales team leaders to support business execution
  • Oversee end-to-end execution supporting the COO
  • Drive product and business development supporting the VP of Product
  • Mentor some key employees and talents
  • Drive Corporate Development activities
  • Strengthen relationships with our top customers and partners
  • Manage and retain the relationship with our Investors
  • Drive our monthly Board Meeting
  • Drive the fundraising activities
  • Some Key achievements :
  • ) Raised $ 20M from SV and European Investors and Strategic partners
  • ) Premium Customer Base with + 50 Companies over 1B Revenue
  • ) +25 global scale deployments
  • ) Closed many strategic partnerships and alliances with global companies
  • ) Key Awards: Top 10 Finest CEO's of 2021 from Mirror Review, Visionary leader in 2019-2020 WiFi Analytics Market Report by MarketsandMarkets, Digital360 2019 Award for CRM and solutions for marketing and sales, Gartner Cool Vendor 2018, Retail CIO Outlook – 2018 Top 10 Retail Tech Startup, 2015 Stevies Award
  • ) Executed two tech M&As
Strategic ThinkingWireless NetworkingExecutive LeadershipChannel SalesBusiness-to-Business (B2B)Start-ups Management+22

Telcomms srl

Shareholder Rapresentative, Strategic Advisor & Founder

Mar 2008Dec 2012 · 4 yrs 9 mos

  • I have implemented the start-up project of Telcomms as Spin Off of WiTech SpA. Thanks to my skills supports Telcomms in order to define its own strategies in the market.
Strategic ThinkingExecutive LeadershipBusiness-to-Business (B2B)Start-ups ManagementStartup DevelopmentOrganizational Leadership+14

Witech

3 roles

CEO&CTO, Founder

Jun 2006Dec 2007 · 1 yr 6 mos

  • I gave direction and leadership toward the achievement of the organization's philosophy, mission, strategy, and its annual goals and objectives.
  • Thank to my technical and technological background I implemented a leadership for products development and consulting and engineering services related of key customers.
Strategic ThinkingWireless NetworkingExecutive LeadershipChannel SalesStart-ups ManagementSales Leadership+15

CEO & EVP, Founder

Promoted

Jun 2005Feb 2014 · 8 yrs 8 mos

  • I implemented the strategic goals and objectives of the organization and enable the Board to fulfill its governance function. I give direction and leadership toward the achievement of the organization's philosophy, mission, strategy, and its annual goals and objectives.
  • Thanks to my mktg, technical and technological background I implement a leadership for products development, sales & business strategy and I work close to key customers and strategic projects.
  • I have been the leader for more than 50 projects about wireless next generation networks and services (WiFi, 3G/HSPA, WiMAX, LTE, Smart Metering) for different Telco Operators, System Integrator, Vendors and Consulting Firms in Inside Market and International Arena.
Strategic ThinkingWireless NetworkingExecutive LeadershipChannel SalesBusiness-to-Business (B2B)Start-ups Management+21

CTO & Founder

Oct 2003Jun 2005 · 1 yr 8 mos

  • In the first phase of the project I with other founders have implemeted the start-up of the project.
  • Thanks to my technical and technological background I implemented a leadership for products development and consulting and engineering services related of key customers.
Wireless NetworkingExecutive LeadershipStart-ups ManagementStartup DevelopmentOrganizational LeadershipManagement+4

Tim

Mobile Access Network Researcher

Jun 2002Oct 2003 · 1 yr 4 mos

  • R6 3ggp, HSPA, OFDMA, IP Mobile Network
Wireless NetworkingExecutive Management

Education

Università di Pisa

Master's degree — Telecommunication

Sep 1997Feb 2022

Johan Cruyff Institute

Football (Soccer) Business Master — Sport and Fitness Administration/Management

Sep 2022Oct 2023

thePower

Business Executive Program

Oct 2020Nov 2021

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