Account Executive, Property Management - Proof

We're Proof, a fast-growing services company in the legal tech industry. We’ve built a best-in-class legal services platform that is used by thousands of law firms. Our marketplace platform helps law firms and pro se parties gain access to more efficient, transparent, and accessible legal services that are not traditionally available to everyone. Our main services are Service of Process and E-Filing. We currently support over 7,000 law firms throughout the US, as well as countless pro se parties.

We welcome people from all backgrounds who seek the opportunity to help build a future where access to legal services is readily available, affordable, and efficient. If you have the curiosity, passion, and collaborative spirit to achieve the fundamental change of an outdated industry, come work with us.

About the Role

The Proof Account Executive is a hunter sales role focused on driving new revenue within the property management sector. This position is responsible for generating new business (approximately 70%) and expanding existing accounts (approximately 30%) by selling Proof’s platform to property management companies.

This is not a property management role—this is a quota-carrying sales position for someone who thrives in outbound prospecting, owns their pipeline, and is motivated by winning new logos.

What You’ll Do

New Business Development (70%)

• Build and execute a consistent outbound strategy to generate new pipeline
• Prospect and engage property management companies through calls, email, LinkedIn, and events
• Identify key decision-makers and quickly establish strong relationships
• Run full-cycle sales: discovery, demo, proposal, negotiation, and close
• Travel to client sites, industry events, and conferences to generate and close new business

Account Expansion (30%)

• Manage and grow a baseline book of business through upsell and cross-sell opportunities
• Expand adoption within existing customers (new users, locations, or service lines)
• Partner with Customer Success to drive retention and long-term account growth

Sales Execution & Collaboration

• Create and execute a 30-60-90 day plan aligned to quota attainment
• Maintain a strong, consistent sales process and pipeline hygiene in CRM
• Accurately forecast and report on progress toward goals
• Collaborate closely with SDRs/BDRs and cross-functional teams to drive revenue
• Use data and insights to continuously improve sales approach and outcomes

What You Bring

• 5+ years of quota-carrying sales experience (SaaS, marketplace, or similar preferred)
• Proven success in outbound prospecting and new logo acquisition
• Experience managing full sales cycles and maintaining deal velocity
• Strong discovery, storytelling, and closing skills
• Ability to navigate multi-stakeholder deals and complex buying processes
• Experience selling into property management companies is a plus (but not required)
• Proficiency with CRM tools (Salesforce, HubSpot, etc.)
• Highly motivated, results-driven, and comfortable operating in a fast-paced environment
• Ability to travel 50-60% 

Compensation & Benefits

• $170,000-$200,000 OTE
• Medical, dental, vision, disability insurance, and 401k available
• Flexible time off (paid planned and sick time, and paid holidays)
• Full time, remote position

E-Verify

This company participates in E-Verify, for more information view the Participation and Right to Work Posters.