Juniper Holiday + Home specializes in managing vacation rental properties throughout Southwest Michigan. We are known for delivering exceptional guest experiences while helping homeowners maximize the value and performance of their investment properties.
At Juniper, we combine local market expertise with a commitment to hospitality, property care, and homeowner success. Our team is passionate about building strong relationships, maintaining high standards, and creating experiences that keep both homeowners and guests coming back.
If you enjoy connecting with people, building relationships, and being part of a growing company with an excellent reputation, this is an exciting opportunity to make a direct impact while helping expand one of Southwest Michigan's premier vacation rental management companies.
Juniper Holiday + Home is seeking a driven and relationship-focused Sales Representative, Homeowner Acquisition to help grow our portfolio of managed vacation rental properties throughout Southwest Michigan.
In this role, your primary responsibility will be identifying, engaging, and signing new homeowners into Juniper's management program. You'll serve as the face of the company in the community, building trust with property owners and demonstrating the value Juniper brings through its property management, hospitality, and revenue optimization services.
This position is ideal for a motivated sales professional, real estate professional, or highly connected local networker who enjoys building relationships, managing a sales pipeline, and closing deals. You'll work closely with Juniper's leadership team while maintaining ownership of your territory and sales goals.
Work assigned lead lists, including permit data, FOIA-generated short-term rental owner lists, and Juniper's existing HubSpot pipeline
Meet with homeowners to build relationships and present Juniper's property management services
Generate new business opportunities through networking, referrals, local events, and community engagement
Manage ongoing communication and follow-up with prospective homeowners throughout the sales process
Maintain accurate and organized records within HubSpot CRM
Guide homeowners through the sales process from initial contact through signed management agreement
Consistently maintain a healthy sales pipeline and meet activity goals
Collaborate with internal teams to ensure a smooth transition once new homes are signed
Represent Juniper professionally throughout Southwest Michigan and surrounding markets
Proven sales experience with a track record of building relationships and closing business
Established local network within Southwest Michigan or the ability to quickly develop one
Strong communication, presentation, and interpersonal skills
Experience using CRM software or the ability to quickly learn HubSpot
Highly organized with excellent follow-up and time management skills
Self-motivated and capable of working independently
Professional, credible, and comfortable meeting with homeowners in person
Valid driver's license and reliable transportation
Ability to travel regularly throughout the assigned territory
Active Michigan real estate license
Experience in real estate, property management, vacation rentals, hospitality, or related industries
Previous experience with HubSpot or other CRM platforms
Familiarity with the Harbor Country, Berrien County, and surrounding Southwest Michigan markets
Established network of homeowners, real estate professionals, or community contacts
Approximately 50 homeowner contacts per week
8-12 homeowner meetings per week
2-3 new homes signed into management per month
Consistent pipeline activity and CRM management
Strong referral generation and relationship-building within the local market
This role primarily serves Harbor Country and Berrien County, including:
Union Pier
New Buffalo
St. Joseph
Stevensville
Additional growth opportunities exist throughout South Haven, Michigan and Michigan City, Indiana.
Compensation: $25,000 - 28,000 base salary plus commission
On-target earnings of approximately 84,000 annually
Bonus Opportunity:
Commission paid on new homes signed into management
Additional performance incentives available
High performers can earn $100,000+ annually
Benefits:
Paid time off
Mileage reimbursement
Monthly phone stipend
Job Type: Full-Time
Location: Union Pier, Michigan (field-based throughout Southwest Michigan)