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Rentvine is modern property management software built by industry veterans to replace closed, outdated systems.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

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 (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.

Even Better If You Have

• 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 & Benefits

• 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.

Our Values

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.

Why Rentvine

• 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.