Enterprise Sales Executive (SaaS)

Location: Hybrid, based within commuting distance of the Boston or Chicago hubs; in-person work 3 days per week. Eligibility to work in the USA is required.

Compensation: OTE $204,000 per year with uncapped commissions, equity, and a sign-on bonus for strong candidates.

Company

Intelligent travel and spend management platform automating travel bookings, expenses, invoice processing, and related administrative work for more than 12,000 companies.

What you will do

• Manage inbound and outbound leads across the North American market.
• Conduct product demonstrations, follow up with prospects, and close new enterprise accounts through the full sales cycle.
• Understand prospect needs and communicate the platform’s value to relevant stakeholders.
• Develop relationships with stakeholders ranging from Office Managers to CFOs.
• Maintain accurate prospect and interaction records in Salesforce.
• Partner with marketing to improve awareness, lead generation, and qualification processes.

Requirements

• 6+ years of experience in SaaS sales, preferably in phone-based, hunting-focused roles.
• Strong understanding of B2B solution selling and a proven record of building an outbound pipeline.
• Demonstrated success developing relationships with C-suite executives.
• Excellent written and verbal English communication and presentation skills.
• Ability to work independently while contributing effectively to a team.
• Customer-centric mindset, ambition, perseverance, and strong ethical judgment.

Nice to have

• Experience in the travel, fintech, or SaaS industries.

Culture & Benefits

• Three medical plans with company contributions, including an HSA option, plus dental, vision, gym, life, and disability coverage.
• 20 vacation days, 12 public holidays, paid parental leave, and 16 paid volunteering hours annually.
• 401(k) plan with company matching contributions.
• Up to 20 Work from Anywhere days per year and a fully paid four-week sabbatical after five years.
• Relocation support to company hubs, employee wellbeing services, pet insurance discounts, and company events.

Hiring process

• Interviews include questions about practical use of AI and judgment when applying AI-enabled tools.
• Submit an updated resume in English and, where applicable, a portfolio.