SMB Account Executive

About the role

We’re looking for a driven, coachable, and resourceful SMB Account Executive to help scale HappyCo’s growth in the multifamily and property maintenance tech space. This role is ideal for a seller who enjoys owning a territory end-to-end—from pipeline generation to close to long-term account growth.

Responsibilities

• Own and grow a territory of Regional PMC accounts
• Manage the full sales cycle—from self-sourced and inbound discovery through close
• Lead strong discovery conversations that uncover operational, financial, and workflow pain
• Consistently generate pipeline through outbound prospecting, events & referrals
• Close $40K–$80K+ ACV deals, often involving multiple products and decision-makers
• Manage a full-funnel process using HappyCo’s Sales Playbook and data-driven storytelling
• Identify and execute upsell and cross-sell opportunities within existing Regional accounts
• Forecast accurately & manage deal progression using Salesforce, Gong, Notion etc.
• Represent HappyCo at industry events, field meetings, and regional trade shows
• Champion modern, AI-driven workflows that improve how multifamily teams operate

Qualifications

• 2+ years of full-cycle SaaS sales experience, preferably in proptech, real estate, or operational software
• Proven ability to self-generate pipeline in a territory-based role
• Strong command of sales process—you can map stakeholders, align timelines, and drive decisions
• Track record of closing $40K–$80K+ ACV deals with meaningful deal complexity
• You’ve sold to technical, operational, or C-level buyers and know how to simplify complexity
• High sense of ownership—you treat your territory like a business
• Passionate belief in the HappyCo core values with unwavering commitment to quality and success
• Able to travel - up to 30 - 40% - for field selling, industry events, and customer meetings
• Comfortable evolving quickly—our market moves fast, and so do we

Benefits

• Work from anywhere supported by a flexible company culture
• Opportunity to work for one of the fastest-growing technology companies in the PropTech industry
• Unlimited vacation time
• Generous paid parental leave
• Competitive and equitable pay
• Monthly stipends to support Wellness and Home Office expenses

Pay

Competitive and equitable pay

Schedule

Flexible schedule to accommodate travel and remote work