Vacation Sales Executive

We are an innovative software company serving the residential and vacation property management industries. We are built on industry-leading products as well as diverse perspectives which span the globe – and we wouldn’t have it any other way. We grow through the people on our team, their commitment and creativity, and the trust they build with each other, our customers, and our partners. This dedication enables us to share a singular vision to achieve success.

We believe property managers should have the opportunity to choose platforms that best support their business goals and benefit from strategic partnerships across their ecosystem. We offer end-to-end solutions for Property Management companies including Property Management & Accounting, Customer Relationship Management (CRM), Payment Software, Resident Screening, Learning Management Software, Insurance Software and more.

Benefits Include

Competitive Pay
Unlimited PTO
Paid Holidays
Paid Volunteer Time
Paid Family Leave
Health Insurance: Medical, Dental, Vision and Prescription Plans
Health Savings Accounts
Retirement Savings Plan (401K) with discretionary company match
Short- and Long-Term Disability
Company Paid $25,000.00 life insurance
Supplemental Life and AD&D Insurance
Employee Assistance Program
Employee Discount Programs

Job Description Summary

The ideal candidate is a motivated self-starter driven to make their territory a success. They thrive in an autonomous role where they focus on acquiring new logos. Must have the ability to be self-guided, use past sales experience and intuition to sell complex software and services to professional vacation rentals. The successful salesperson will be:

Passionate about the vacation sales industry
Knowledgeable on territory, state regulations, competitors, and industry challenges
Comfortable with long, complex sales cycles
Able to balance their drive to sell with an emotional maturity to understand the customer’s needs
Experienced selling features, benefits, and values rather than price

What You’ll Do (Functions & Responsibilities)

Disciplined in managing data and information to develop and project accurate sales forecasts.
Demonstrated history of successful outcomes with the full sales cycle, from lead generation and prospecting to qualification, managing objectives and closing the deal.
Ability to cold call in-market as well as through social media, email, and phone.
Ability to sell and demo complex software and services
Quick, curious learner able to understand the complex needs of professional vacation rental managers including geographic differences in operations
Demonstrated ability to secure and maintain customers, and in some cases, to successfully sell or transition the customer to another product that more effectively meets their needs.
Good follow-up skills with a proven track record of re-engaging clients.
Ability to collaborate with fellow team members to support migrations, problem resolution and opportunities to upsell.
An enthusiastic, positive, outgoing attitude interested in building relationships and networking throughout the vacation rental industry
Familiar with a deep discovery process to uncover pain points and set proper expectations

Qualifications
What We’re Looking For (Minimum qualifications)

Minimum of 4 years’ experience in sales preferably in the property management, SaaS or vacation rental industry
Excellent communication skills including fundamental presentation skills and the ability to articulate ideas clearly and appropriately to influence others
Technologically savvy with the ability to give online demos and showcase the platform
Proven track record of sales achievement with an aggressive drive to achieve high targets; results oriented.
Strong analytical skills and data-driven decision-making
Accountability and commitment to excellence
Energetic phone presence and excellent active listening skills
Strong interpersonal skills & the ability to influence external/internal stakeholders
Future-forward thinker who is comfortable bridging the gap between traditional property management mindsets and the future of their business
Adapts well to and is energized by change
Ability to take initiative and work autonomously while staying available to other team members
Ability to travel is required (travel is estimated to be once a quarter in-market and to several industry trade shows in the Fall and Spring)
Microsoft Office (Excel, Word and PowerPoint) skills
Education Requirements

Bachelor's degree preferred, equivalent sales work experience will be considered; High School diploma required