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Sales Development Representative; SDR

Job in Estero, Lee County, Florida, 33928, USA
Listing for: Rentvine
Full Time position
Listed on 2026-04-20
Job specializations:
  • Sales
    Sales Development Rep/SDR, Business Development
Salary/Wage Range or Industry Benchmark: 75000 - 80000 USD Yearly USD 75000.00 80000.00 YEAR
Job Description & How to Apply Below
Position: Sales Development Representative (SDR)

Rentvine is modern property management software built by industry veterans to replace closed, outdated systems.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, or similar…
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