Sales Executive

Company Overview

VueStay Vacations by Casago hosts premier stays across top vacation destinations in the United States. With local experts in every market and the backing of a trusted national network, we provide a seamless, well-supported experience so guests can book with confidence and enjoy more relaxing trips! With 24/7 local teams, we manage every detail to ensure each stay delivers comfort and a five-star experience. We expertly manage over 4500 homes across 8 states, offering a variety Vues for guests' stay.

Position Summary

We are looking for a Sales Executive to grow our short term rental inventory, selling VueStay, a Casago Company’s property management solution to homeowners in an assigned territory. Our Sales Executives work in a high velocity sales environment and are expected to meet monthly and quarterly sales objectives. The role requires a variety of skills including researching our competitors and local regulations, developing referral networks with local real estate agents and other potential sources within the vacation rental industry, drafting customized letters to potential clients, cold calling prospective leads, systematically managing leads, setting appointments, meeting with prospective clients, closing sales, representing our company in a professional and collaborative manner in the community and contributing to the strategic direction for the Sales Team. The ideal candidate will have a hunter’s mentality.

This will require knowledge of the vacation rental industry, the ability to act as a consultant to homeowners, and to initiate what will be long term relationships with clients. Successful candidates will be strong communicators who are comfortable contacting leads over the phone and in-person or via video conference, can learn and adapt quickly, are grounded in ethical business practices, and find reward in building a strong organization. Consistently meeting departmental goals while maintaining high customer satisfaction is a must. You will need to demonstrate a track record of excellence as a team player who is also self-motivated, reliable, and coachable.

This is a remote position but all candidates must live in or around South West Florida and be able to commute to Venice, Englewood, Manasota Key, Rotonda West, Punta Gorda, Port Charlotte and Cape Coral when necessary.

Key Responsibilities

• Primary duty will be to handle inbound/outbound sales operations through telesales, video conferencing, and in-person meetings.

• Collaborate with teams to identify opportunities, plan and execute management portfolio growth.

• Work closely with local Operations and support staff to ensure owner satisfaction.

• Learn and communicate company services and policies to stay current with changes.

• Consistently log and update sales activities in the company-specific CRM.

• Handle a large volume of networking and lead generation while managing your sales pipeline through the various sales development stages.

• Attend weekly department meetings.

• Support continuous improvement initiatives by analyzing program performance, identifying bottlenecks, and implementing process optimizations. Stay current with industry trends, best practices, and emerging technologies relevant to the function.

• Contribute to a collaborative work environment that promotes open communication, innovation, and employee engagement.

• Collaborate with cross-functional teams and stakeholders to align departmental goals with broader organizational strategy.

• Other duties as assigned because every day is different in hospitality!

Required Qualifications

• Experience working in hotel, hospitality, vacation or similar industry

• Traveling within South West Florida market is frequent and this person will need their own reliable vehicle, valid driver license and maintain an auto liability insurance policy that adequately covers the vehicle for business use.

• Ability to generate sales opportunities and build trust with prospects over the phone, work with other team members, and close sales.

• Must be able to develop confidence with prospects and become an industry knowledgeable expert.

• Grounded in ethical business practices.

• Self-motivated and self-sufficient, while having the willingness to seek guidance and direction as needed.

• Be able to thrive in a fast-paced and ever-changing environment while positively representing the company.

• Ability to set and exceed aggressive individual and organizational goals.

• Tech-savvy with experience using various digital systems (G Suite required) and applications such as Cloud computing programs and comfortable using mobile apps, tablets, and various software platforms.

• Comfortable talking to people—online or in person—and being able to share information in a way that's clear, thoughtful, and easy to understand.

Preferred Qualifications

• A bachelor's degree is strongly preferred, though we recognize that great talent comes from many different paths.

• Experience working in Short Term Rentals is highly preferred

• Real estate or property management experience is a plus but not required.

Compensation & Benefits

Annual Salary $50000 - $120000

• Base Salary of 50K with Uncapped Commission - OTE is 120K

Benefits

• Paid time off such as PTO, sick days, and vacation days

• Health, Dental, and Vision insurance

• Life insurance

• Retirement benefits or accounts

• Healthcare spending or reimbursement accounts, such as HSAs, FSAs, and HRAs

• Short term and Long term disability insurance

Schedule

• Monday - Friday Business Hours with occasional weekend hours

• This is a remote position but all candidates must live in or around South West Florida and be able to commute to Venice, Englewood, Manasota Key, Rotonda West, Punta Gorda, Port Charlotte and Cape Coral when necessary.