Sales Development Representative (SDR) at Rentvine

Ideal for a driven individual with a connection mindset and comfort with technology looking to break into SaaS sales. **What makes it worth a look...** This is

Work type: remote

Location: Estero, FL; Remote - USA

Salary: $75,000 – $80,000/yr

Type: Full-time

Summary

Ideal for a driven individual with a connection mindset and comfort with technology looking to break into SaaS sales. **What makes it worth a look...** This is a fully remote, full-time Sales Development Representative role at Rentvine, offering a compensation of $75,000 - $80,000 OTE plus uncapped commission. **You might be a good fit if you...** * Are comfortable making 100+ outbound calls daily using AI-curated task queues. * Can qualify opportunities against an Ideal Customer Profile (ICP). * Have experience using CRM software, with HubSpot preferred. * Are adept at leveraging AI-powered sales tooling.

Job Description

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Rentvine is modern property management software built by industry veterans to replace closed, outdated systems.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

• 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.

• 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 (HubSpot 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.

• 0–1 years in outbound sales, business development, or a high-volume phone role (SaaS and/or PropTech a plus).


• Familiarity with property management workflows: trust accounting, owner/tenant portals, maintenance coordination, or open API value.


• Experience with HubSpot, Aircall, ZoomInfo, or similar sales tools.

• Compensation:$75,000 - $80,000 OTE (based on experience)


• - Uncapped Commission

• Benefits:Medical, dental, vision, 401(k), paid time off, and home-office stipend.


• Work model:Remote-friendly for candidates not local to SW Florida with optional hub collaboration days; travel to key industry events (~10–15%).


• - Candidates local to the Estero, FL area will be fully onsite in the office.

• Growth:Clear career path from SDR into closing roles, with hands-on coaching and exposure to modern revenue operations.

Rentvine is a scaling company with a startup soul. These aren’t wall art—they’re how we hire, coach, and promote.

• Relentless.Determined and persistent pursuit to win.


• Obsessively Care.Profound dedication to our customers and each other.


• Ubuntu.I am who I am because of who we all are.


• No Ego.Humble confidence and selfless attitude.


• Do the Right Thing — Always.Unwavering adherence to integrity, honesty, and humility, even when decisions are hard.


• Deliver.Produce results above and beyond what is expected.

• Build pipeline for a product customers genuinely rave about—fast support, deep accounting, and an open platform.


• Sell all-features-included software with no paywalls—your prospects won’t get nickel-and-dimed.


• Work with a modern, AI-powered sales motion that removes the grunt work and lets you focus on what matters: conversations.


• Join a company scaling responsibly that listens to its customers and invests in its people.

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