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Sales Development Representative; SDR

Job in Estero, Lee County, Florida, 33928, USA
Listing for: Rentvine
Full Time position
Listed on 2026-06-01
Job specializations:
  • Sales
    Sales Development Rep/SDR, Business Development
Job Description & How to Apply Below
Position: Sales Development Representative (SDR)
About Rentvine

Rentvine is modern property management software built by industry veterans to replace closed, outdated systems. We're growing fast-backed by a $74M growth investment, selected by one of the largest franchise networks with 400+ franchises, and ranked #60 on the 2025 Inc. 5000. Our growth comes from pairing a category-leading trust-accounting engine with an open API and a customer-obsessed culture-we build with our customers.

About The Role

This is not a traditional SDR seat. We've built a proprietary AI-powered outbound engine that handles prospecting, lead sourcing, and personalized email sequencing-so you won't spend your day writing cold emails or hunting for contacts. Instead, the system pushes ready-to-work calls and tasks directly to your queue, pre-loaded with personalized context on every prospect.

Your job is to excite and introduce the market to Rentvine. You'll make 100+ dials per day, use AI-generated prospect intelligence to drive relevant conversations, qualify opportunities against our ICP, and set high-intent demos for Account Executives. This is a high-volume, performance-driven role for someone who thrives with structure, loves the phone, and wants to break into SaaS sales backed by best-in-class tooling.

What You'll Do
  • Dial with purpose: Make 100+ outbound calls per day using AI-curated task queues. Each call comes with personalized prospect context-your job is to read it, internalize it, and use it to connect Rentvine's platform to the prospect's specific needs.
  • Follow and adapt scripts: Execute structured call frameworks while reading the room-know when to stay on script and when to flex based on what the prospect tells you.
  • Work tasks: Engage prospects via tasks touchpoints as part of the multi-channel cadence.
  • Qualify with rigor: Uncover pain around trust accounting, data openness, workflows, and total cost of ownership; confirm fit before booking AEs.
  • Hand off cleanly: Align with AEs on ICP, share context from your conversations, and maximize show rates and conversion.
  • Maintain CRM discipline: Log crisp call notes in Hub Spot, keep records current, and feed market intelligence back to Sales, Marketing, and Product.
  • Leverage AI tooling: Work within our AI-powered stack daily-you'll interact with tools that surface prospect data, automate sequencing, and prioritize your workflow.
What Success Looks Like (30 / 60 / 90)
  • 30 days: Ramped on ICP, product, and call scripts. Hitting consistent daily activity targets. First qualified meetings set.
  • 60 days: Meeting held and show-rate targets on track. Creating qualified SQLs and pipeline. Comfortable navigating the AI-powered workflow independently.
  • 90 days: Consistently at or above monthly quota for demos, SQLs, and pipeline created ($). Recognized for call quality, CRM hygiene, and coachability.
Qualifications
  • Connection mindset: You're energized by building relationships with industry peers and don't shy away from rejection. Cold calling is the job-and you're here for it.
  • Coachability and discipline: You follow process, internalize feedback quickly, and execute within a structured system. You're a self-starter who takes ownership of your tasks and outcomes while working within the team's playbook.
  • Strong verbal communication: You're clear, concise, and consultative on the phone. You can synthesize prospect context in real time and pivot a conversation.
  • Comfort with technology: You can navigate a CRM (Hub Spot preferred), dialing software, and AI-powered tools without hand-holding. You don't need to be technical-but you need to be tech-comfortable.
  • Performance under pressure: You're motivated by quota, competitive by nature, and energized-not stressed-by measurable targets.
  • Comfort with ambiguity: We're a scaling company. Processes evolve, tools change, and priorities shift. You adapt, ask questions when stuck, and keep moving.
Even Better If You Have
  • 0-1 years in outbound sales, business development, or a high-volume phone role (SaaS and/or Prop Tech a plus).
  • Familiarity with property management workflows: trust accounting, owner/tenant portals, maintenance coordination, or open API value.
  • Experience with Hub Spot, Aircall, Zoom Info,…
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