Better Talent by Laveer & Co.
Operations Manager
Better Talent by Laveer & Co., San Diego, California, United States, 92189
COMPANY OVERVIEW:
Stay Classy Homes is a leading vacation rental management company based in San Diego that specializes in providing high-quality, memorable guest experiences and exceptional service to homeowners. We operate a growing portfolio of premium short-term rentals in 4 states, and we pride ourselves on our attention to detail, personalized service, and commitment to operational excellence. As we scale, we’re seeking a strategic and hands-on Operations Manager to lead our operational teams and processes, ensuring we deliver consistently excellent service to guests and property owners. POSITION SUMMARY:
The Director of Operations will oversee and optimize all day-to-day field and back-office operations related to our vacation rental properties. This role requires a proactive, systems-oriented leader who can scale operations, manage distributed teams, and implement efficient processes to ensure quality, compliance, and profitability. The ideal candidate is results-driven, thrives in a fast-paced, ever-evolving environment, and brings a confident, solutions-focused approach to leadership. They are energized by challenges, fluent in juggling competing priorities, and skilled at motivating others toward a common goal. This is a high-impact, high-ownership role for someone who leads with initiative, embraces innovation, and isn’t afraid to take bold action to move the business forward. RESPONSIBILITIES:
1. Operations Leadership Oversee daily operations across all properties, including housekeeping, maintenance, property readiness, vendor coordination, and inventory management. Manage and optimize scheduling, inspections, turnovers, and response workflows to ensure 5-star guest experiences. Implement and track KPIs across key operational domains (turnover times, quality assurance, response rates, cost control, etc.). 2. Team & Vendor Management Lead and scale a team of local field staff, client success coordinators, and virtual assistants. Hire, train, and develop team members with a focus on accountability and service excellence. Establish strong vendor relationships and negotiate favorable contracts for cleaning, maintenance, and supplies. 3. Technology & Systems Leverage our property management software (Guesty), cleaning/maintenance software (Breezeway), communication tools, and internal dashboards to streamline operations. Identify and implement tech solutions that enhance operational efficiency and visibility. Oversee and implement our revenue management strategy (nightly pricing) across our portfolio Maintain accurate data across platforms (booking portals, pricing engines, inventory systems). 4. Owner & Guest Satisfaction Collaborate with guest experience and account management teams to ensure seamless service delivery. Resolve escalated guest issues and ensure proactive communication with homeowners. Support onboarding of new properties and ensure operational readiness. 5. Financial & Strategic Oversight Develop and manage budgets for operational functions; track against targets. Identify cost-saving opportunities without compromising quality. Contribute to strategic planning and geographic expansion by evaluating operational feasibility. 6. Compliance & Risk Management Ensure adherence to local, state, and federal laws regarding vacation rental regulations, licensing, and safety protocols Oversee insurance, vendor contracts, and incident response protocols QUALIFICATIONS:
Minimum Qualifications - Required: 2+ years of operations leadership experience within short-term rental management, vacation rentals, hotel management, or residential property services. Experience managing remote and hybrid teams, including hiring, training, scheduling, and performance management of housekeepers, maintenance techs, and field coordinators. Strong vendor management skills, including contract negotiation, SLA enforcement, and sourcing local service providers for cleaning, linen, pest control, pool/spa service, landscaping, etc. Excellent process development and systems thinking – ability to map workflows, identify inefficiencies, and implement scalable SOPs and automations. Exceptional organizational and communication skills, including the ability to document processes, set clear expectations, and lead under pressure. Comfortable in fast-paced, dynamic environments – ideally experience in a startup or high-growth service business where adaptability and resourcefulness are essential. Preferred Qualifications: 4+ years of operations leadership experience in Vacation Rental management, Hotel Management, or Property management. Proven track record of overseeing 100+ properties, including managing turnovers, housekeeping, maintenance, and guest service standards across multiple geographic locations. Direct experience implementing and managing our property management systems (Guesty) such as Guesty, Hostaway, Hospitable, or comparable platforms. Experience with short-term rental operational workflows and tech stacks (e.g. Breezeway, Monday, Pricelabs). Operational budgeting experience, with a strong understanding of cost tracking, gross margin improvement, and managing property-level P&Ls. Familiarity with local STR regulations, permitting processes, and compliance in San Diego. Strong knowledge of vacation rental platforms (Airbnb, VRBO) and PMS systems (Guesty, Breezeway) COMPENSATION & BENEFITS:
Compensation:
Annual Salary:
$60,000 based on experience Bonus Compensation:
Yes, based on meeting Operational KPI’s Benefits: Paid time off, such as PTO, sick days, and vacation days Health insurance Life insurance Dental insurance Vision insurance Retirement benefits or accounts Schedule Ideally, Wednesday through Sunday from 9 AM to 5 PM, as weekends are our busiest days. [fusion_button link="https://bettertalent.hiringplatform.com/330762-operations-manager/1249885-application-form/en" text_transform="uppercase" title="" target="_blank" link_attributes="" alignment_medium="" alignment_small="" alignment="left" modal="" hide_on_mobile="small-visibility,medium-visibility,large-visibility" sticky_display="normal,sticky" class="" id="" color="default" button_gradient_top_color="" button_gradient_bottom_color="" button_gradient_top_color_hover="" button_gradient_bottom_color_hover="" accent_color="" accent_hover_color="" type="" bevel_color="" border_width="" border_radius="" border_color="" border_hover_color="" size="large" stretch="no" margin_top="" margin_right="" margin_bottom="" margin_left="" icon="" icon_position="left" icon_divider="no" animation_type="" animation_direction="left" animation_speed="0.3" animation_offset=""]APPLY NOW[/fusion_button]
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Stay Classy Homes is a leading vacation rental management company based in San Diego that specializes in providing high-quality, memorable guest experiences and exceptional service to homeowners. We operate a growing portfolio of premium short-term rentals in 4 states, and we pride ourselves on our attention to detail, personalized service, and commitment to operational excellence. As we scale, we’re seeking a strategic and hands-on Operations Manager to lead our operational teams and processes, ensuring we deliver consistently excellent service to guests and property owners. POSITION SUMMARY:
The Director of Operations will oversee and optimize all day-to-day field and back-office operations related to our vacation rental properties. This role requires a proactive, systems-oriented leader who can scale operations, manage distributed teams, and implement efficient processes to ensure quality, compliance, and profitability. The ideal candidate is results-driven, thrives in a fast-paced, ever-evolving environment, and brings a confident, solutions-focused approach to leadership. They are energized by challenges, fluent in juggling competing priorities, and skilled at motivating others toward a common goal. This is a high-impact, high-ownership role for someone who leads with initiative, embraces innovation, and isn’t afraid to take bold action to move the business forward. RESPONSIBILITIES:
1. Operations Leadership Oversee daily operations across all properties, including housekeeping, maintenance, property readiness, vendor coordination, and inventory management. Manage and optimize scheduling, inspections, turnovers, and response workflows to ensure 5-star guest experiences. Implement and track KPIs across key operational domains (turnover times, quality assurance, response rates, cost control, etc.). 2. Team & Vendor Management Lead and scale a team of local field staff, client success coordinators, and virtual assistants. Hire, train, and develop team members with a focus on accountability and service excellence. Establish strong vendor relationships and negotiate favorable contracts for cleaning, maintenance, and supplies. 3. Technology & Systems Leverage our property management software (Guesty), cleaning/maintenance software (Breezeway), communication tools, and internal dashboards to streamline operations. Identify and implement tech solutions that enhance operational efficiency and visibility. Oversee and implement our revenue management strategy (nightly pricing) across our portfolio Maintain accurate data across platforms (booking portals, pricing engines, inventory systems). 4. Owner & Guest Satisfaction Collaborate with guest experience and account management teams to ensure seamless service delivery. Resolve escalated guest issues and ensure proactive communication with homeowners. Support onboarding of new properties and ensure operational readiness. 5. Financial & Strategic Oversight Develop and manage budgets for operational functions; track against targets. Identify cost-saving opportunities without compromising quality. Contribute to strategic planning and geographic expansion by evaluating operational feasibility. 6. Compliance & Risk Management Ensure adherence to local, state, and federal laws regarding vacation rental regulations, licensing, and safety protocols Oversee insurance, vendor contracts, and incident response protocols QUALIFICATIONS:
Minimum Qualifications - Required: 2+ years of operations leadership experience within short-term rental management, vacation rentals, hotel management, or residential property services. Experience managing remote and hybrid teams, including hiring, training, scheduling, and performance management of housekeepers, maintenance techs, and field coordinators. Strong vendor management skills, including contract negotiation, SLA enforcement, and sourcing local service providers for cleaning, linen, pest control, pool/spa service, landscaping, etc. Excellent process development and systems thinking – ability to map workflows, identify inefficiencies, and implement scalable SOPs and automations. Exceptional organizational and communication skills, including the ability to document processes, set clear expectations, and lead under pressure. Comfortable in fast-paced, dynamic environments – ideally experience in a startup or high-growth service business where adaptability and resourcefulness are essential. Preferred Qualifications: 4+ years of operations leadership experience in Vacation Rental management, Hotel Management, or Property management. Proven track record of overseeing 100+ properties, including managing turnovers, housekeeping, maintenance, and guest service standards across multiple geographic locations. Direct experience implementing and managing our property management systems (Guesty) such as Guesty, Hostaway, Hospitable, or comparable platforms. Experience with short-term rental operational workflows and tech stacks (e.g. Breezeway, Monday, Pricelabs). Operational budgeting experience, with a strong understanding of cost tracking, gross margin improvement, and managing property-level P&Ls. Familiarity with local STR regulations, permitting processes, and compliance in San Diego. Strong knowledge of vacation rental platforms (Airbnb, VRBO) and PMS systems (Guesty, Breezeway) COMPENSATION & BENEFITS:
Compensation:
Annual Salary:
$60,000 based on experience Bonus Compensation:
Yes, based on meeting Operational KPI’s Benefits: Paid time off, such as PTO, sick days, and vacation days Health insurance Life insurance Dental insurance Vision insurance Retirement benefits or accounts Schedule Ideally, Wednesday through Sunday from 9 AM to 5 PM, as weekends are our busiest days. [fusion_button link="https://bettertalent.hiringplatform.com/330762-operations-manager/1249885-application-form/en" text_transform="uppercase" title="" target="_blank" link_attributes="" alignment_medium="" alignment_small="" alignment="left" modal="" hide_on_mobile="small-visibility,medium-visibility,large-visibility" sticky_display="normal,sticky" class="" id="" color="default" button_gradient_top_color="" button_gradient_bottom_color="" button_gradient_top_color_hover="" button_gradient_bottom_color_hover="" accent_color="" accent_hover_color="" type="" bevel_color="" border_width="" border_radius="" border_color="" border_hover_color="" size="large" stretch="no" margin_top="" margin_right="" margin_bottom="" margin_left="" icon="" icon_position="left" icon_divider="no" animation_type="" animation_direction="left" animation_speed="0.3" animation_offset=""]APPLY NOW[/fusion_button]
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