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.

Position Summary

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.

What You’ll Do

• 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

Required Qualifications

• 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

Compensation, Benefits & More

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