Enterprise Account Executive - AI SaaS

Space Executive; Massachusetts; Hybrid; USD 200,000 - 400,000; Full time

Job summary

Space Executive is recruiting an Enterprise Account Executive for the Boston, MA hybrid team. The role drives new business with large enterprise accounts across Hospitality, Retail, Healthcare, Financial Services, and Insurance, engaging C-suite and director-level stakeholders in a consultative, full-cycle process.

You'll prospect, uncover real business pain, and position bespoke solutions rather than scripts, building long-term relationships and collaborating with commercial and customer

Qualifications

• Strong track record in consultative, enterprise-level SaaS sales, ideally into Hospitality, Retail, Healthcare, Financial Services, or Insurance
• Background selling LMS/HR-tech, sales enablement, or AI-driven solutions
• Demonstrated tenure and stability; stays in roles rather than moving frequently
• Comfort identifying and selling against complex business pain points
• Strong discovery, communication, and relationship-building skills
• Bachelor's degree preferred

Responsibilities

• Prospect and build pipeline through outbound outreach, events, networking, and marketing initiatives
• Identify and engage key stakeholders within target enterprise organizations
• Run consultative, insight-led sales conversations with C-suite and director-level buyers
• Own full-cycle enterprise deals from first conversation to close
• Build long-term relationships with prospects and customers across the buyer journey
• Collaborate closely with the broader commercial and customer success teams to support growth and expansion
• Contribute ideas and best practices as the US business continues to scale

Skills

Consultative selling

Enterprise SaaS sales

Discovery skills

Relationship-building

Communication skills

Education

Bachelor's degree preferred

Job description

Enterprise Account Executive | Boston, MA (Hybrid)

Space Executive has been exclusively retained by a fast-growing, PE-backed enterprise software company to hire an Enterprise Account Executive for their Boston team.

About the business

Our client is a global leader in gamified, simulation-based training, helping large organizations build real-world skills through immersive, AI-powered simulations rather than traditional e-learning. Their platform combines game design, behavioural science, and AI, including conversational AI, virtual humans, and intelligent co-pilots, and is used by some of the world\'s most recognisable brands.

Founded over a decade ago and headquartered in Europe, the company has scaled internationally and is now investing heavily in its US business. The Boston office, though one of its newest and smallest, already contributes close to half of global revenue, and the business has just appointed a new North American CEO to lead the next stage of growth. They\'ve been recognised as one of Fast Company\'s Most Innovative Companies and a Best Place to Work in Massachusetts.

About the role

We\'re hiring a consultative, full-cycle Enterprise Account Executive to drive new business with large enterprise accounts across Hospitality, Retail, Healthcare, Financial Services, and Insurance. You\'ll engage C-suite and director-level stakeholders, run deep discovery to uncover real business pain points, and position a bespoke solution rather than sell off a script.

What you\'ll do

• Prospect and build pipeline through outbound outreach, events, networking, and marketing initiatives
• Identify and engage key stakeholders within target enterprise organizations
• Run consultative, insight-led sales conversations with C-suite and director-level buyers
• Own full-cycle enterprise deals from first conversation to close
• Build long-term relationships with prospects and customers across the buyer journey
• Collaborate closely with the broader commercial and customer success teams to support growth and expansion
• Contribute ideas and best practices as the US business continues to scale

What you\'ll bring

• A strong track record in consultative, enterprise-level SaaS sales, ideally into Hospitality, Retail, Healthcare, Financial Services, or Insurance
• Background selling LMS/learning management, HR-tech, sales enablement, or AI-driven solutions is a strong plus
• Demonstrated tenure and stability, this is a business looking for people who build and stay in roles rather than move every 2-3 years
• Comfort identifying and selling against complex business pain points rather than a fixed, one-size-fits-all product
• Strong discovery, communication, and relationship-building skills
• Bachelor\'s degree preferred

Compensation and benefits

• Base salary up to $200,000, with an uncapped 50/50 pay mix $400,000 OTE
• The opportunity to join a high-growth US office at a genuine inflection point, with strong visibility to senior leadership
• A social, high-energy culture with regular team events