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 APPLY NOW Jean Abapo2026-05-05T02:26:32+00:00 Contact Usrecruiting@bettertalent.com +1407-279-0724 Book a Demo Copyright 2025 Better Talent | All Rights Reserved Page load link var fusionNavIsCollapsed=function(e){var t,n;window.innerWidth{e.classList.remove('no-wrapper-transition')},400),e.classList.remove('loading')},fusionRunNavIsCollapsed=function(){var e,t=document.querySelectorAll('.awb-menu');for(e=0;e window. 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.