Enterprise Account Executive – Multifamily

Obligo•New York, NY
•$260,000 - $340,000•Remote

About The Position

Obligo is seeking an experienced Enterprise Account Executive to drive relationships with large multifamily owners, operators, and property management companies. The role is suited to someone with a background in the multifamily property management technology ecosystem, knowledge of how large multifamily organizations purchase technology, established industry relationships, and a record of selling enterprise solutions in the industry. The position is open to remote candidates; NYC-based employees may work a hybrid schedule. Travel is expected.

Requirements

  • 10+ years of quota-carrying B2B sales experience within multifamily technology, PropTech, or property management software.
  • Deep knowledge of the multifamily real estate industry and how large owners, operators, and property management companies evaluate and purchase technology.
  • Proven track record of meeting or exceeding enterprise sales quotas.
  • Experience selling into large multifamily organizations and managing complex, multi-stakeholder sales cycles.
  • Demonstrated ability to develop relationships with VP, C-suite, and other executive-level decision-makers.
  • Strong understanding of property management technology, workflows, integrations, and the broader multifamily technology ecosystem.
  • Excellent prospecting, discovery, presentation, negotiation, and closing skills.
  • Ability to build a territory and strategic account plan rather than relying primarily on inbound opportunities.
  • Strong pipeline management and forecasting discipline.
  • Willingness to travel regularly for customer meetings, conferences, and industry events.

Nice To Haves

  • Experience working at or selling solutions comparable to Yardi, RealPage, Entrata, AppFolio, MRI Software, or other established multifamily technology providers.
  • Existing relationships and a strong professional network within the multifamily industry.
  • Experience with FinTech, payments, resident financial products, SaaS, or adjacent solutions.

Responsibilities

  • Drive new enterprise revenue by selling Obligo’s suite of products to large multifamily owners, operators, and property management companies.
  • Own the full enterprise sales cycle, from strategic prospecting and qualification through executive presentations, negotiation, contracting, and close.
  • Build and execute account strategies for major multifamily owners, operators, and property managers.
  • Leverage existing industry relationships and develop new relationships with senior decision-makers across the multifamily ecosystem.
  • Build trusted relationships with stakeholders across operations, finance, technology, asset management, legal, and executive leadership.
  • Navigate complex enterprise buying processes involving multiple stakeholders, integrations, procurement requirements, and organizational priorities.
  • Understand prospects’ business challenges and position Obligo around measurable operational and financial value.
  • Maintain a strong pipeline through strategic outbound prospecting, industry relationships, referrals, conferences, partnerships, and inbound opportunities.
  • Maintain disciplined pipeline management and deliver accurate revenue forecasts.
  • Partner with Marketing, Customer Success, Product, Partnerships, and other internal teams throughout the sales process.
  • Represent Obligo at major multifamily conferences, industry events, webinars, and customer meetings.
  • Bring customer and market intelligence back to the organization to help shape product and go-to-market strategy.
  • Identify opportunities to expand Obligo across customers’ portfolios after initial adoption.

Benefits

  • Base salary of $130,000–$170,000, with on-target earnings of $260,000–$340,000; compensation may vary based on location, experience, qualifications, and role level.
  • Stock options.
  • 401(k) with employer match.
  • Multiple health, dental, and vision plans starting day one.
  • Flexible work arrangements, including remote opportunities and a hybrid schedule for NYC-based employees.
  • Remote office expense reimbursement.
  • Lunch provided on in-office days, with flexibility to order what you like.
  • Generous PTO and holiday schedule.
  • Commuter benefits.
  • Life insurance.
  • Paid parental leave.
  • Quarterly team kickoffs, team events, and activities in and out of the office.
  • Offices in NYC and Tel Aviv.
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