Mid-Market Account Executive (AI)

Location: New York City; must be able to work in person from the NYC office

Annual on-target earnings of $150,000–$225,000 including base salary and commission, plus meaningful equity.

Company

Builds AI workers for property management customer operations across voice, text, email, and chat.

What you will do

• Own the full sales cycle from prospecting and cold outreach through discovery, demonstrations, negotiation, and signed contract.
• Generate and manage your own pipeline through cold calls, email, referrals, events, and creative outbound.
• Sell $8K–$25K ACV solutions to owners, operators, and executive stakeholders, with scope to move into larger mid-market and enterprise accounts.
• Multi-thread accounts, maintain deal momentum, and consistently meet or exceed sales targets.
• Bring customer feedback to Product and Engineering and help shape messaging, sales processes, hiring standards, and team culture.
• Attend industry events and meet customers in person when it supports winning deals.

Requirements

• At least 3 years of professional sales experience, including a quota-carrying B2B software Account Executive role.
• Track record of meeting or exceeding quota and accountability for sales results.
• Ability to generate pipeline independently rather than relying entirely on inbound leads or SDRs.
• Strong cold calling, discovery, product demonstration, negotiation, closing, follow-up, and pipeline management skills.
• Comfort selling to both operators and executives and learning a technical product quickly.
• Interest in an early-stage environment where the sales playbook is still being written.
• Must be based in New York City and able to work in person from the NYC office.

Nice to have

• Experience selling to property managers, multifamily operators, or real estate businesses.
• Previous BDR or SDR experience.
• Experience at an early-stage or similarly sized technology company.

Culture & Benefits

• Join an early sales team with meaningful influence over how the sales organization is built.
• No territories; account ownership is based on finding and winning strong opportunities.
• Real ownership of outcomes and the opportunity to build the future sales playbook.
• Support from SDRs, marketing, founders, and the broader team.
• Meaningful equity in addition to on-target earnings and commission.
• Opportunity for scope and deal size to expand quickly based on performance.