Vice President Enterprise Sales

Optiontown; Roma; In loco; EUR 110.000 - 125.000; Tempo pieno

Descrizione del lavoro

A leading AI-powered travel solutions provider is seeking a Vice President – Enterprise Sales to scale their operations in Italy and Europe. The ideal candidate will have over 20 years of successful enterprise sales experience, particularly in corporate travel. Responsibilities include building the sales engine, winning major contracts, and shaping strategy. This role offers significant autonomy and the chance to transform corporate travel through innovative solutions.

Competenze

• 20+ years selling multi-million-dollar solutions.
• Experience in corporate travel or enterprise SaaS.
• Track record of closing enterprise deals.

Mansioni

• Build and scale the enterprise sales engine for Italy and Europe.
• Win major Fortune 100 contracts.
• Shape GTM strategy and revenue roadmap.

Conoscenze

Enterprise sales

C-level engagement

Negotiation

Team leadership

Formazione

Bachelor’s degree from a top European university

MBA

Descrizione del lavoro

Vice President – Enterprise Sales Italy

AI-Powered Travel Subscriptions | Rome, Italy

We’re building a breakthrough

AI-driven travel optimization and subscription platform

that is reshaping how large enterprises and SMEs manage and buy corporate travel.

Backed by 20+ years of MIT-rooted R&D and deep aviation expertise, we are now seeking a world-class Vice President – Enterprise Sales to scale this business across Italy and Europe, with the ambition to build a multi-billion-dollar category leader.

About Optiontown

Optiontown is an innovative Vertical Agentic AI company built on more than two decades of MIT-origin research, deep optimization science, and a portfolio of 20+ issued patents.

Our platform integrates:

• Agentic automation
• Deep personalization engines
• Advanced subscription-optimization frameworks

Together, these power the next generation of high-flexibility, high-value subscription products for global enterprises.

We are now applying this proven technical foundation to transform how large enterprises and SMEs manage corporate travel budgets, delivering fixed budgets, optimization, and automation at scale.

Who We’re Looking For

proven enterprise sales veteran with 20+ years of experience selling multi-million-dollar solutions end-to-end to C-level executives at Fortune 1000 companies, based in or doing business in Italy.

Ideal Background

• Consistent success closing $MM+ enterprise deals, preferably with corporate travel buyers.
• Strong preference for experience selling corporate travel, travel contracts, or enterprise SaaS.
• Deep mastery of long-cycle enterprise sales (hunting → pitching → negotiation → closing → expansion).
• Experience building and leading high-performing enterprise sales teams.
• Bachelor’s degree from a top European university; MBA preferred.
• Enjoys travel, in-person client engagement, wining & dining, and CXO relationship building.
• Highly entrepreneurial, resourceful, and comfortable building from the ground up.
• Preference: Candidates who have lived and worked in Rome or Milan and have closed multi-million-dollar enterprise deals with Italian corporations.

What You’ll Own

• Build and scale the enterprise sales engine for Italy and Europe.
• Win major Fortune 100 / Fortune 1000 corporate travel contracts.
• Shape GTM strategy, partnerships, pricing models, and revenue roadmap.
• Operate as a true entrepreneurial sales leader with significant equity and full autonomy.

Interested? If you’re a top-performing enterprise sales leader ready to transform corporate travel and build something enduring, let’s talk.

Please message your resume along with a short cover note explaining how you meet the role criteria.