General Manager (Integrator)
Lifestyle Properties
Posted May 28, 2026
Job Description
Company Overview
Destination Willamette is a thriving hospitality company consisting of three core businesses:
Lifestyle Properties Vacation Rentals
Pinot Car Wine Tours
Destination Willamette Concierge Services
Located in the Willamette Valley, the heart of Oregon’s Wine Country, we’ve built a reputation as the area’s leading destination management company. We offer a curated portfolio of vacation rentals, elevated concierge services, and transportation experiences that rival luxury hospitality standards.
As a locally owned, woman-run business, we pride ourselves on our dynamic team, strong community partnerships, and commitment to delivering exceptional experiences for guests, homeowners, and team members alike.
We prioritize quality, hospitality, and community, creating memorable stays and meaningful connections in one of the most beautiful regions in the country.
Position Summary
We’re looking for a General Manager (Integrator) who can partner closely with our CEO/Founder to turn vision into execution across all three business lines.
This is not a traditional GM role. You will act as the Integrator, owning day-to-day operations, aligning teams, and ensuring the business runs smoothly, efficiently, and profitably. You’ll bring structure, accountability, and clarity to a fast-growing organization while driving measurable results.
You will lead the team, optimize systems, remove obstacles, and ensure that big-picture goals are translated into actionable plans that get executed. If you thrive on building strong teams, improving processes, and driving performance, this is an opportunity to make a significant impact.
What You’ll Do
Integrate and align operations across all three entities: Lifestyle Properties, Pinot Car, and Destination Willamette
Partner with the CEO to execute company vision, priorities, and growth initiatives
Lead day-to-day operations across guest services, housekeeping, maintenance, and admin teams
Build, implement, and optimize systems, processes, and performance metrics
Create accountability across the organization through clear expectations and performance management
Remove obstacles, solve problems, and manage escalations with confidence and professionalism
Oversee budgeting, forecasting, and financial performance across all entities
Strengthen vendor relationships and ensure operational excellence
Enhance employee experience, including benefits, retention, and team development
Serve as the final escalation point for guest and homeowner concerns
Drive strategic growth initiatives and execute key projects
Required Qualifications
5+ years of experience in Operations, General Management, or similar leadership roles
Proven ability to lead teams, build systems, and drive results in a growing business
Strong organizational and execution skills with a track record of improving operations
Experience working closely with a founder or executive leadership team
Financial acumen including budgeting, forecasting, and performance analysis
Excellent communication and leadership skills
Comfortable addressing challenges, resolving conflict, and making decisions
Proficiency with GSuite and operational systems
Hospitality, vacation rental, or hotel management experience preferred but not required
Bilingual in Spanish is a plus
Compensation, Benefits & More
Compensation: Competitive salary based on experience
Bonus: Performance-based incentives tied to company growth and operational success
Benefits:
Paid time off (PTO, sick days, vacation)
Health, dental, and vision plans (to be enhanced/expanded)
Employee discounts
Cell phone stipend
Mileage reimbursement or access to company vehicles
Workplace perks including team activities, food, and flexible scheduling
Relocation Assistance
Schedule: Full-time with required weekend availability, flexibility for evenings and holidays as needed
Location: On-site in Dundee, Oregon area | Relocating to McMinnville late summer 2026
Reports To: CEO/Founder