Sales Executive – Real Estate & Vacation Rental Media

Company Overview

CLICK Real Estate Photography & Video is a fast-growing media company specializing in high-end visual content for real estate and vacation rental brands across the U.S. and international markets. We are not a traditional photography company. We are a strategic media partner helping property managers, realtors, and hospitality brands increase bookings, stand out online, and scale their business through powerful visual storytelling.

With a presence in Orlando, Miami, Tampa, California, Aruba, and beyond, CLICK is rapidly expanding and building a national network of top-tier creatives. We move fast, deliver in 24 hours, and operate with high standards. If you are energized by people, motivated by results, and excited about growing with a company on the rise, this is your opportunity to get in early and make an impact.

We are seeking a Sales Executive to drive new business across the real estate and vacation rental industries. This role is centered around building relationships, generating opportunities, and turning conversations into long-term partnerships. You will be responsible for identifying prospects, presenting our services, and helping clients understand how high-quality media can directly impact their bookings and growth. This is a performance-driven, independent contractor role designed for someone who thrives in a fast-paced, people-focused environment.

Success in this role comes from your ability to connect quickly, communicate with confidence, and influence decision-makers. This role is structured to reward performance through commission and recurring revenue, allowing you to build a growing monthly income stream over time.

• Prospect and generate new leads through outreach (calls, email, social, networking)
• Pitch CLICK services to real estate agents, brokers, and vacation rental managers
• Build rapport quickly and guide conversations toward meaningful business opportunities
• Close new clients and support onboarding
• Develop and maintain long-term client relationships
• Collaborate with internal teams to ensure smooth execution
• Identify upsell opportunities, including video, drone, and Matterport services

• Proven experience in sales (real estate, vacation rental, or media is a strong plus)
• Strong communication skills with the ability to engage, influence, and build trust quickly
• Confident, outgoing, and comfortable initiating conversations with new people
• Self-starter with a high level of initiative and ownership
• Comfortable working in a flexible, fast-moving environment with changing priorities
• Organized and results-driven

On-Target Earnings (OTE): $100,000+ (salary + commission based on performance)
Benefits:

• Flexible, remote-first work environment
• Opportunity to build and grow your own book of business
• Recurring income model tied to long-term client relationships
• Clear path to increase earnings as your client base grows
• High-visibility role within a fast-scaling company