Real Estate Field Agent - Chicago

Mainstay
United States
Workplace: RemoteFull timeUSD 50,000+ annuallyFunction: Real Estate & Property ManagementExperience: 5+ yearsSkills: ["Ruthless negotiation","Attention to detail","Communication","Comfort with ambiguity"]

Own both sides of single-family home transactions for institutional buyers and sellers. You’ll craft and negotiate acquisition offers, then manage listings end-to-end from activation through contract-to-close, coordinating strategy and site visits with supporting teams. This is a high-volume, fully remote role across the U.S., built for seasoned agents who can make judgment calls, use AI workflows (e.g., Claude/LLMs and real-estate tools), and keep deals moving through fast-changing processes.

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FursaFursa
Mainstay
Mainstay
1 day ago

Real Estate Field Agent - Chicago

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Source: Company careers pageValidated by: Fursa AI
Last checked: 7 hours agoStatus: Live

Job Summary

Own both sides of single-family home transactions for institutional buyers and sellers. You’ll craft and negotiate acquisition offers, then manage listings end-to-end from activation through contract-to-close, coordinating strategy and site visits with supporting teams. This is a high-volume, fully remote role across the U.S., built for seasoned agents who can make judgment calls, use AI workflows (e.g., Claude/LLMs and real-estate tools), and keep deals moving through fast-changing processes.
Location: United States
Workplace: Remote
Employment Type: Full time
Job Function: Real Estate & Property Management
Seniority: Mid level

Key Responsibilities

  • •Own acquisitions end-to-end: put together, present, and negotiate offers on behalf of customers.
  • •Manage dispositions end-to-end: activate listings, field and negotiate offers, and keep deals together from contract to close.
  • •Work with dedicated pricing, field visits, and transaction coordination support while driving strategy and decisions that keep deals moving.
  • •Build and apply AI-augmented workflows for offer drafting, CMA analysis, inspection-report summarization, listing copy, and client communication.
  • •Handle deal-critical moments during evenings and weekends as needed and provide clear guidance through examples of your workflows.

Pay and Benefits

Salary: USD 50,000 annually
Equity and Bonus:Equity
Perks:Equity

Key Requirements

  • •Active real estate license in Illinois plus licenses in at least 2 other operating states, with willingness to obtain additional licenses post-hire.
  • •5+ years of experience as a licensed real estate agent.
  • •Proven experience handling both acquisitions and dispositions, including offers, negotiation, listing management, and contract-to-close coordination.
  • •Built demonstrable AI workflows using an LLM (ChatGPT, Claude, or Gemini) and ideally a real-estate-specific AI tool, and share impact (via Loom in application).
  • •Strong judgment on when not to use AI, plus the ability to evaluate outputs for accuracy and Fair Housing compliance before sharing with clients or counterparties.
Experience:5+ yearsReal estate
Skills:Ruthless negotiationAttention to detailCommunicationComfort with ambiguity
Licenses:Real estate license (Illinois)Real estate license (2+ other states)
Tech Stack:ClaudeChatGPTGeminiFollow Up Boss AICompass AIReal's LeoSalesforceG-SuiteSlackMacOS

Company Brief

Mainstay
Mainstay operates an AI-native market intelligence and transaction platform for the single-family rental (SFR) industry, aggregating and standardizing data from many sources to help owners, operators, and investors buy, manage, and sell homes.
Industry: PropTech
Company Size: Medium (51 to 250 employees)
Growth: Growth Stage Startup
Funding: Series A
Headquarters: San Francisco, United States
Founded: 2020
Glassdoor
Glassdoor: 3.0
WebsiteGlassdoor