Dog Caretaker & Personal Assistant Position 

Full-Time, Salaried Position with Travel Requirements 
Primary Role: Professional Dog Caretaker 

Seeking an experienced, passionate dog care professional to provide dedicated care for a medium-sized dog while supporting the owner through personal assistance duties. The ideal candidate will have a strong background in dog handling and be comfortable with a lifestyle that involves seasonal relocation between Puerto Rico and New England.  The principal is also considering a second puppy in the near future 

Location & Schedule 
- Split-year residence between: 
- Puerto Rico (December - May) 
- New England (June - November) 
- Must be available to relocate and travel between locations 
- Full-time position with flexible hours based on owner's schedule 

Essential Dog Care Responsibilities 
- Serve as the primary caretaker for a medium-sized dog, working in close coordination with the owner 
- Provide professional dog handling services including daily walks, exercise, and enrichment activities 
- Demonstrate proven experience handling large and dominant dogs 
- Shadow owner during their time with the dog to ensure consistent care and exercise routine
- Provide full-time dog sitting services during owner's travel periods, including staying at the owner's residence 
- Coordinate with veterinarians and other pet care professionals as needed
- Ensure proper feeding, medication administration, and maintenance of the dog's schedule 

Personal Assistant Responsibilities 

Calendar & Schedule Management 
- Maintain and organize daily, weekly, and monthly calendars
- Coordinate appointments, meetings, and social engagements 
- Manage travel arrangements and itineraries 
- Ensure smooth transitions between seasonal residences 

Household Management 
- Oversee household operations in both locations 
- Coordinate with housekeeping, maintenance, and service providers 
- Manage household inventory and supplies 
- Assist with property maintenance scheduling
- Handle utility and service setup/transfers between residences 

Administrative Support 
- Process and organize important documents and correspondence
- Assist with email management and communication 
- Handle basic bookkeeping and expense tracking 
- Maintain filing systems, both digital and physical 
- Coordinate with professional service providers (accountants, lawyers, etc.) 

Personal Support 
- Run essential errands (grocery shopping, dry cleaning, etc.)
- Assist with gift purchasing and special occasions 
- Coordinate personal shopping when requested 
- Handle shipping and logistics between residences 
- Assist with social and family obligations as needed 

Project Management 
- Help coordinate home improvement or maintenance projects
- Assist with special events or entertainment planning 
- Manage vendors and contractor relationships 
- Research and coordinate services as needed 

Required Qualifications 
- Minimum 3 years of professional dog handling experience
- Demonstrated experience with large and/or dominant dog breeds
- Valid driver's license and clean driving record 
- Valid passport and ability to travel freely between locations
- Excellent organizational and time management skills 
- Strong communication abilities in English (Spanish proficiency a plus)
- Professional demeanor and attention to detail 
- Physical ability to handle dog walking and care duties 
- Flexibility to adapt to changing schedules and locations 
- Proficiency with common software (MS Office, Google Suite, etc.)
- Experience with household or executive assistance preferred 

Benefits 
- $150K+ commensurate with experience
- Health Insurance Stipend, if needed
- Housing Stipend
- Paid time off 
- Travel expenses covered for seasonal relocations 
- Housing provided during travel periods 
- Professional development opportunities 
- Potential performance bonuses 

To Apply
Please submit your resume, cover letter, and three professional references.
In your cover letter, please address your experience with dog handling and your ability to maintain a split-year residence schedule.