Sales Development Representative

Florida Vacation Collection; Tampa (FL); On-site; USD 72,000 - 88,000; Full time

Benefits offered by this job

Mileage reimbursement

In-person property visits

Room to grow

Job summary

Florida Vacation Collection in Orlando/Tampa is seeking a sales professional to call owners, qualify listings, and schedule meetings with our sales team. You will visit properties in person and use a library of assets to warm owners up before they sign, coordinating with the team for a smooth handoff.

You will work with multiple offer structures, managed pipelines, and AI-assisted tools to accelerate conversions, with mileage reimbursement for visits and a clear path to growth within a

Qualifications

• Previous sales, SDR, or appointment-setting experience.
• Ability to book qualified meetings and move deals forward.
• Excellent communication and time management.
• Comfort with CRM tools and AI-assisted workflows.

Responsibilities

• Call owners and qualify leads to determine fit.
• Meet prospects at their properties in Orlando or Tampa.
• Book qualified meetings for the sales team.
• Provide concise briefs for each meeting to the team.
• Use ads, site content, and referrals to generate opportunities.
• Communicate effectively across the team and manage follow-ups.

Skills

Sales experience

SDR experience

Appointment setting

CRM familiarity

Tools

HubSpot

Salesforce

Close

Job description

Florida Vacation Collection | Must live in or near Orlando or Tampa, Florida | Full-Time

$55,000 base | On-target earnings $80,000 to $90,000

Work owner leads, meet prospects at their properties, and earn on every owner who signs.

Florida Vacation Collection manages luxury vacation rentals across Florida's top markets, and the portfolio has grown more than 200% in the past year. Almost all of that growth starts with one conversation: an owner deciding we are worth twenty minutes of their time.

That conversation is this role. You'll call owners, answer the ones who come to us, work out whether their property is a fit, and meet local prospects at their properties before they sign with us. You'll also book qualified meetings with our sales team and give them the context they need.

Most of our leads come to us. Ads, the website, and referrals fill the top of the funnel, and you'll have several offer structures to work with plus a library of pre-recorded videos and sales assets built to warm an owner up over the weeks or months before they're ready to move. The infrastructure is already built. What we want is someone advanced enough to use all of it properly and then push it further than we've taken it.

This role combines phone outreach with in-person property visits. You must live in or near Orlando or Tampa, Florida, and be available to meet prospects at their properties before they sign. This location requirement is non-negotiable. Mileage for these visits is reimbursed. You'll be measured on owners who sign, not on dials alone.

What You'll Own

• Speed to lead on everything inbound from ads, the website, and referrals, across both Florida and Texas. Every new lead lands in a messaging channel the moment it comes in, and the standard is that you're dialing within 15 to 30 seconds, while the owner is still on the page thinking about us.
• Qualification: the property, the market, how it's managed today, what is actually bothering them, and whether we can genuinely help.
• The sales assets. You'll decide which offer structure and which pre-recorded video an owner should see and when, so that people who are not ready yet get warmer instead of going cold.
• Property visits and the handoff. Meet local prospects at their properties before they sign, learn what matters to them, and give the sales team a short brief for every qualified meeting. Mileage for property visits is reimbursed.
• Outbound to owners we want but haven't heard from: calls, texts, and follow-up emails that start real conversations rather than pitch at people.
• The follow-up cadence on the people who are not ready yet, which is most of them. Timing is the whole game in this market.
• The feedback loop. You hear what owners object to before anyone else does, and that shapes how we sell and what we advertise.
• The tooling. You'll work inside our stack every day and we expect you to improve it, not just operate it.

How This Role Works

• Activity is the floor, signed owners are the score. Commission is paid on every owner you source who signs with us, so a calendar full of the right conversations is worth more than a calendar that is simply full.
• You must live in or near Orlando or Tampa, Florida, for in-person meetings at prospects' properties. You'll also work leads by phone from both Florida and Texas. Mileage for property visits is reimbursed.
• Owners are busy people with day jobs. Some of them are only reachable early or late, so the day flexes a little around them.
• You'll work closely with the founders. This is a small team, and what you learn on the phone changes what we do next.

Who You Are

• You're comfortable calling people you've never met. It energizes you rather than intimidates you.
• You've done sales, SDR, or appointment-setting work before, and you can talk about your numbers without checking a document.
• You've lived in a CRM. You can describe how yours was structured, what the stages meant, and what you changed about it. Naming the tool is not the same as knowing it.
• You're genuinely good with technology. New software doesn't intimidate you, you find the shortcuts fast, and you'd rather automate a repetitive task than accept it.
• You already use AI in your work. You have a real opinion about where it helps in a sales workflow, where it makes things worse, and you can show us something you use it for.
• You react fast. When an alert fires you move on it. A 15 to 30 second standard only works if being reachable and ready through the working day is how you already operate.
• You listen before you pitch. You can tell the difference between a real objection and a reflex.
• You handle rejection without it changing your tone on the next call.
• You write well enough that a two line follow-up text lands like a person sent it.
• You're coachable. You take a correction, apply it on the next call, and don't need it twice.
• You treat your pipeline as a living thing. You know where every owner stands without looking.

Bonus Points

• Experience in vacation rental, short-term rental, property management, or real estate.
• Time in Close, HubSpot, Salesforce, or a comparable CRM.
• You've built or improved something in a sales stack: an automation, a sequence, a dashboard, a report someone still uses.
• You've sold to owners, investors, or anyone else spending real money on an asset they care about.
• Call recordings you're willing to share.

Compensation

• Commission on every owner you source who signs. On-target earnings of $80,000 to $90,000.
• Must live in or near Orlando or Tampa, Florida. In-person property visits are required. Mileage for property visits is reimbursed.
• Room to grow. This team is being built now, and the first strong SDR is the obvious candidate to lead it.