Remote Middle Market Account Executive
$312,000–$624,000 year
Remote
Job Summary
Own a named territory of 150–250 middle-market property management companies by executing 50–60 tailored outbound touches daily across calls, emails, and LinkedIn to sequence outreach across at least three distinct stakeholders per account. Conduct 10–12 discovery calls and product demonstrations monthly with multi-property decision-makers to diagnose core business challenges and quantify ROI, building customized financial proposals that tie platform adoption directly to renewal lift and cost savings. Structure trial pilots with defined success metrics to systematically convert initial community wins into full portfolio rollouts while maintaining strict CRM hygiene in HubSpot. Manage multi-stakeholder buying groups through 45–90 day sales cycles, navigating procurement and contract negotiations for deals ranging from $36K to $72K ARR. Work remotely during US business hours with a primary benchmark of closing two new logos monthly and adding approximately $72K in new ARR.
Required Qualifications
- 2–5 years of full-cycle B2B SaaS sales experience
- at least 1 year selling into mid-market, regional, or multi-location accounts
- Proven track record of self-sourcing pipeline through disciplined, account-based outbound activity (50+ touches/day using dialers and sequencing tools)
- Experience managing complex, multi-threaded buying groups and navigating 45–90 day sales cycles without relying on price discounting
- Advanced discovery skills—able to uncover root operational problems, quantify ROI, and build compelling business cases
- Elite written and verbal English skills
- Metrics-first mindset
- strong forecasting accuracy
- coachable attitude
- high resilience
- Voice/Video Recording capability (at least 30 seconds long and in English)
- Latin American citizenship/residency (implied by knockout question regarding citizenship and location requirement)
Desired Qualifications
- Prior experience in PropTech, multifamily housing, real estate services, or property management operations
- Familiarity with structured sales methodologies (e.g., MEDDPICC, Command of the Message)
- Experience utilizing HubSpot CRM, LinkedIn Sales Navigator, Apollo, or ZoomInfo
- Track record of executing land-and-expand strategies or selling into NMHC Top 50 operators and regional multi-family portfolios
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