Sales Development Representative/GTM Strategy

Florida Vacation Collection manages luxury vacation rentals across Florida's top markets, and the portfolio has grown more than 200% in the past year. We're expanding into Texas, and we're hiring a Sales Development Representative to work owner leads across both states. Most of our leads come to us through ads, the website, and referrals. You'll have several offer structures to work with, plus a library of pre-recorded videos and sales assets designed to warm owners over weeks or months before they're ready to move.

About the role

This is a phone-first role. You'll spend most of your day talking to people, and you'll be measured on owners who sign, not on dials alone. 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.

Responsibilities

• 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.
• Qualify leads by assessing the property, the market, how it's managed today, what is actually bothering them, and whether we can genuinely help.
• Use sales assets effectively—decide which offer structure and pre-recorded video an owner should see and when, so people who aren’t ready yet get warmer instead of going cold.
• Outbound outreach to owners we want but haven’t heard from: calls, texts, and follow-up emails that start real conversations rather than pitch at people.
• Manage the follow-up cadence for leads who aren’t ready yet (which is most of them). Timing is critical in this market.
• Work within our sales stack daily and improve it, not just operate it.

Non-negotiables

• You call inbound leads within 15 to 30 seconds. Every new lead is pushed into a messaging channel automatically the second it comes in. The alerting is built and works—we need someone who stays on the ball and picks up the phone immediately.
• The CRM stays clean. A large volume of inbound leads comes through every month, and every lead must sit in the right stage with a dated next step. At any moment, we should be able to open the pipeline and see exactly who is where and what happens next without asking you.

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, or a report someone still uses.

Pay

• $50,000 base salary.
• Commission on every owner you source who signs. On-target earnings of $70,000 to $90,000.

Benefits

• Company-sponsored IRA with a 1% match.
• 10 days PTO.
• Fully remote, Florida preferred.

Growth opportunity

This team is being built now, and the first strong SDR is the obvious candidate to lead it.