Mid-Market Account Executive

About DoorLoop

DoorLoop is redefining property management software as the AI-native operating platform for innovative property management teams. With offices in Miami, New York City, and Tel Aviv, we’re a global company helping property owners and managers move faster, scale smarter, and get real support, real fast.

We’re proudly People First. That’s why we’re a Certified Great Place to Work, recognized by Forbes as one of America’s Best Startup Employers (2024 & 2025), and highly rated on Glassdoor.

Mission

DoorLoop is hiring a founding Mid-Market Account Executive to help define, build, and execute our first upmarket sales motion — spanning mid-market and enterprise deals. This role sits at the intersection of SMB velocity and enterprise complexity — larger portfolios, more stakeholders, higher ACVs, and materially more impact per deal.

This is not a glorified SMB role, and it’s not a watered-down enterprise seat. You’ll run full-cycle, consultative sales motions while actively shaping how DoorLoop responsibly scales upmarket. You’ll be expected to operate with strong pipeline hygiene, tight deal discipline, and an ownership mindset in a segment that is early enough to influence, but structured enough to win consistently.

For reps who have built a reputation for closing meaningful five-figure deals and want to level up deal complexity, visibility, and career trajectory, this is a rare opportunity to help define the next chapter of a category leader.

Responsibilities

•  Travel to attend industry conferences, trade shows, networking events, and in-person prospect meetings and demos to build relationships, generate pipeline, and advance deals.

Own and close mid-market and early upmarket deals

•  Run full-cycle sales motions across discovery, multi-stakeholder alignment, pricing, negotiation, and close.
• Sell into larger portfolios with longer deal cycles and higher ACVs than SMB.
• Maintain strong control of deal strategy, next steps, and executive engagement throughout the cycle.
• Navigate multi-stakeholder deal cycles involving operations, legal, IT, and executive leadership — managing competing priorities and aligning diverse buying groups to a single decision.

Build a clean, inspection-ready pipeline

•  Maintain accurate pipeline hygiene with clear stage progression, exit criteria, and forecast visibility.
• Operate with disciplined forecasting standards and a metrics-driven approach to deal management.
• Proactively identify and address deal risk before it shows up in the forecast.

Shape the mid-market and enterprise playbook from the ground up

•  Provide direct feedback on messaging, qualification standards, pricing strategy, and deal execution.
• Help refine how DoorLoop sells to more complex buying groups as the motion matures.
• Influence how we scale responsibly without breaking what already works.

Execute with a modern GTM stack

•  Use Salesforce, Gong, Outreach, and RevOps tooling effectively to manage pipeline, deals, and performance.
• Leverage data and call insights to improve discovery quality, deal strategy, and close rates.
• Help raise the bar for how tools are used — not just checked.

Partner cross-functionally to win and retain customers

•  Work closely with Marketing, Product, RevOps, and Customer Success to close feedback loops.
• Translate real customer insight into improved conversion, retention, and expansion outcomes.
• Act as a strong internal voice for the mid-market customer.

Benefits:

• Unlimited paid time off: take unlimited personal, sick, and vacation days.
• 401(k): plan for retirement with 4% matching and instant vesting.
• Medical, dental, and vision insurance: we offer full medical coverage for employees through United Healthcare and full dental and vision coverage through Guardian, with 25% coverage for dependents across all plans.
• Life insurance: $100,000 policy fully covered by DoorLoop.
• Disability insurance: short- and long-term disability insurance fully covered by DoorLoop.
• Paid parental leave: paid maternity and paternity leave for birth and adoption.
• Best-in-class equipment: Get a company laptop and all the top-tier tools to set you up for success.

Compensation Range:

The base salary range for this position is $100,000 – $120,000 annually, with total On-Target Earnings (OTE) ranging from $200,000 – $240,000. Actual compensation will vary based on a candidate's qualifications, experience, and other relevant factors.

Equal Opportunity Employer & AI:

DoorLoop is an equal opportunity employer and does not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, marital status, pregnancy, genetic information, citizenship status, or any other characteristic protected by applicable law. We use AI-assisted tools, including assessment tools that evaluate cognitive ability and personality fit, to help evaluate applications. Human oversight is maintained and no hiring decision is made solely by an automated system. For positions that can be performed in New York City, candidates may request an alternative selection process. Applicants with disabilities may also request reasonable accommodation at any stage of the hiring process. For any of these requests please contact [email protected] . For more information about the tools we use, bias audit results , and how we collect and protect applicant personal data, please review our Applicant Privacy Notice .

REQUIREMENTS

Proven mid-market sales performance

• 5+ years of quota-carrying SaaS sales experience as a full-cycle Account Executive, with at least 3+ years in a mid-market or enterprise segment.
• Consistent track record of closing five-figure deals with increasing deal complexity.
• Starting at $500K+ with clear runway to $1M+ as the segment matures.

Strong operator, not just a storyteller

•  Deep understanding of pipeline creation, cycle time management, and forecast discipline.
• Able to clearly explain what drives wins, losses, and variance in performance.
• Comfortable operating in a metrics-driven sales environment.

Sales-literate and intellectually curious

•  Familiar with modern sales methodologies (MEDDICC, Challenger, SPIN, value-based selling) and able to apply them in practice.
• Invests in understanding how deals actually move — not just memorizing frameworks.

Builder mindset in a scaling environment

•  Thrives in roles that are early enough to shape but structured enough to execute.
• Prefers momentum and accountability over bureaucracy.
• Comfortable operating without a perfect playbook and helping improve it along the way.

Executive-level communicator

•  Runs crisp discovery and articulates value clearly to senior stakeholders.
• Synthesizes complex deal dynamics into clear internal updates and recommendations.
• Comfortable navigating multi-threaded conversations with economic buyers and influencers.

High ownership, high standards

•  Operates with urgency, preparation, and follow-through.
• Sweats the details because you understand how small execution gaps compound.
• Takes full ownership of outcomes — good and bad.

Bonus Experience

• Experience selling vertical SaaS, fintech, or software with embedded payments.
• Familiarity with property management, real estate, or proptech buyers and their workflows.
• Background selling into operationally complex, tech-resistant verticals where change management is part of the sale.

This role is probably not for you if

•  You’re looking for a high-volume transactional role with minimal deal complexity.
• You prefer rigid scripts over adapting strategy to real buyer dynamics.
• You struggle with pipeline discipline, forecasting rigor, or inspection-ready execution.
• You want to inherit a finished system rather than help shape a growing one.