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Nauset Rental

Business Development Associate

Nauset Rental
Brewster, MA $55k - $70k/yr Full time Posted 1d ago
Ai Assisted Prospecting Business Development Client Prospecting CRM Lead Generation Lead Qualification New Business Development Outbound Sales Phone Sales Relationship Management Sales Sales Outreach
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Job Description

Hybrid Business Development Associate role on Cape Cod, emphasizing multi-touch outreach to high-value homeowner prospects, qualifying opportunities, and supporting an AI-enhanced sales process with potential growth into direct sales.

Responsibilities

  • Execute multi-touch outreach to high-value Cape Cod homeowner prospects.
  • Leverage AI tools for prospect research, personalized outreach, timely follow-ups, and proposal preparation.
  • Respond promptly to interested prospects and initiate calls when a conversation will advance the opportunity.
  • Qualify homeowners based on interest, fit, decision-making authority, and assess property quality, availability, and revenue potential.
  • Prepare preliminary rental-income projections using the established model and market comps.
  • Book qualified, well-prepared owner conversations with the executive team.
  • Maintain an accurate, current CRM and keep the sales pipeline moving.
  • Reconnect with past prospects and nurture local referral relationships.
  • Visit homes and meet with homeowners to assess property, understand goals, and determine next steps.
  • Assist in improving and automating the sales process as you identify effective approaches.

Requirements

  • Results-oriented executor who thrives with a clear system, targets, and measurable outcomes.
  • Motivated by earnings growth tied to your results.
  • Comfortable using AI tools such as ChatGPT and Claude, or eager to become proficient quickly for research, drafting, and workflow improvements.
  • Organized, self-directed, and capable of moving the pipeline with minimal supervision.
  • Resilient and consistent, able to handle rejection and continue forward with outbound outreach.
  • Credible, trustworthy communicator who can speak confidently with homeowners by phone and in person.
  • Strong, natural writer who can tailor templates or AI drafts into personal, specific messages.
  • Comfortable with numbers and able to build clean income projections in a spreadsheet or pro forma tool.
  • Experience in real estate, vacation rentals, hospitality, or property management is a plus.

Technologies

  • ChatGPT
  • Claude
  • CRM
  • Spreadsheet

Benefits

  • 401(k) matching
  • Paid time off
  • Work from home

Compensation

USD 55,000 - 70,000 per year

Location

  • Hybrid role based in Brewster, MA; approximately two days per week on Cape Cod, with flexibility based on business needs. Local or South Shore candidates who can travel to the Cape regularly are encouraged to apply.
  • Reliable transportation is required.
  • Some weekend availability is required; schedule will flex to meet homeowner needs.

Application questions

  • Do you have reliable transportation and a valid driver's license?
  • This role requires approximately two days per week on Cape Cod, primarily in Brewster, plus occasional homeowner meetings elsewhere on the Cape. Are you located within a realistic commuting distance and able to meet this requirement?
  • What town and state would you commute from?

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