Account Executive (Boston, MA)

AirGarage • Boston, MA

1d • $215,000 - $215,000 • Hybrid

About The Position

AirGarage is seeking an experienced Account Executive to own new business in a priority market. This in-market role is based in Boston, Massachusetts, and involves building relationships with property owners, managers, brokers, and other local partners; spending time at properties and industry events; and developing those insights into new sales opportunities. The Account Executive will engage buyers in real estate financial discussions and explain the technical product clearly to non-technical customers. Prospects may have existing parking operators, so the role includes understanding current operations, identifying improvement opportunities, and making a compelling case for change.

The Account Executive works as part of a local team with a City Manager and SDR, and collaborates with the broader sales organization, Operations, and the VP of Sales. The role covers the full sales cycle, from prospecting and qualification through demonstrations, negotiation, proposals, and closing. It also includes maintaining accurate Salesforce records and contributing to improvements in the sales process. This is a hybrid role with regular field time in the assigned market. AirGarage is remote-first, but the role requires approximately six weeks of work travel per year for company offsites, location launches, and onboarding activities, as well as attendance at in-person events during the year.

Requirements

• At least 4 years of quota-carrying, full-cycle sales experience with a track record of success and exceeding goals.
• Based in or willing to relocate to a priority market; this posting specifies Boston, Massachusetts. Other listed markets are Chicago, Los Angeles, Denver, and Cleveland, Cincinnati, or Columbus, Ohio.
• Experience selling in fast-growing, early-stage startups with mid-market and/or enterprise sales cycles of 60–90 days or longer, including environments without a fully defined playbook.
• History of promotions at previous companies demonstrating a willingness to work hard and learn quickly.
• Ability to quickly learn AirGarage’s product and the commercial real estate industry and connect effectively with target customers.
• Growth mindset and ability to adapt in an early-stage startup where change is constant.
• Grit and willingness to do what is needed to succeed.
• Hunter mentality and enthusiasm for prospecting, negotiating, and closing deals.
• Excellent verbal and written communication skills.
• Comfort using Excel for basic profit-and-loss analysis and financial comparisons when preparing proposals.
• Willingness to travel approximately six weeks per year for work and to attend in-person events.
• Willingness to work in a hybrid, field-oriented role with regular time meeting owners and visiting properties.

Nice To Haves

• Knowledge of the commercial real estate or parking market in the assigned city.
• A history of promotions through prior roles.

Responsibilities

• Build and work a target account list of parking owners, operators, and commercial real estate firms in the market.
• Partner with the City Manager on local outreach, including in-person property visits, industry events, and introductions through existing AirGarage relationships.
• Pursue new deals through the full sales cycle, including prospecting, cold calling, scheduling and conducting personalized demos, overcoming objections, and closing customers.
• Work with SDRs to supplement outbound efforts and grow the active pipeline.
• Qualify leads by learning AirGarage’s product, understanding customer pain points, and communicating how the solution can help.
• Develop knowledge of the parking and commercial real estate industries to negotiate pricing and contract terms effectively.
• Maintain accurate and up-to-date pipelines and activity records in Salesforce CRM.
• Partner with Operations through the deal desk process to develop and structure effective, sustainable proposals.
• Collaborate with the sales team to iterate on and improve the sales process.
• Travel approximately six weeks per year for company offsites, location launches, and onboarding activities, and attend in-person events during the year.

Benefits

• Equity stake in the business.
• Health insurance, with AirGarage covering 85% of medical, dental, and vision plan costs for the employee and 50% of dependent plan costs.
• 12 weeks of fully paid parental leave for all parents, available continuously or intermittently during the first 18 months of a child’s life.
• Laptop and additional equipment for a home office setup.
• Unlimited PTO with a minimum requirement of 10 days per year.
• 401(k) retirement savings program.
• Team offsites approximately twice per year.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed