Global

Looking for the saaviest and most organized personal assistant house manager in Milwaukee

Open

Posted : 09/10/26

*Local candidates only!*

We are looking for the most refined personal assistant that can flex as a house manager when needed in Milwaukee. You will be working for a very detail-oriented boss, so we need the best! The current assistant is retiring after many years with the family, so you will be set up for success before the assistant departs. You will be trained on all preferences, procedures, manuals, likes and dislikes of the family. This is a very fast paced home, so you have to be quick and able to quickly pivot. The Mrs likes to have the to do list checked off daily, unless planning for an event, etc. This family hosts often, so prior experience with this is required. You should know how to manage an event planning list, set up, event day of and event take down. You should have experience with managing a busy calendar, making reservations, booking travel, confirming appointments, keeping your boss on track, etc. You should also be great with invoice tracking and bookkeeping. Please see below for specific duties related to this:

Accounting and Financial Administration
Provide accurate, organized support for household and personal financial administration within established approval and security procedures, including:
• Process and organize bills, receipts, invoices, reimbursements, and supporting documentation.
• Enter and code transactions in QuickBooks or similar software and reconcile credit card, bank, and household operating accounts.
• Track spending against budgets or spending plans and prepare expense summaries and reports.
• Coordinate payment approvals and submit payments in accordance with established authorization controls.
• Review invoices against goods or services received, resolve discrepancies, and manage recurring payments, subscriptions, contracts, and renewals.
• Coordinate with the family’s accountant, bookkeeper, insurance professionals, and other outside advisors as directed.
• Handle financial information, account access, checks, credit cards, and sensitive documents with exceptional care and confidentiality.

Discretion and confidentiality are 2 of the most important qualities this family is looking for. Tech saaviness is required – while there is an IT guy, you will be asked for all phone and printer troubleshooting questions. There is a house manual, but it needs updating. Please have prior experience with creating house manuals and maintenance manuals, staying on top of appliance and car maintenance and overseeing vendors.

This is a very fast paced, in person at the home Mon-Fri role, but an amazing family to work for! If you are the best assistant in Milwaukee, send us your resume along with salary requirements.

heather@thehelpcompany.com

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Global

Family Office Seeks Exceptional Director of Residences

Open

Posted : 09/20/26

A prominent family office is seeking an experienced, highly capable Director of Residences to oversee an extensive portfolio of private residences and lead the teams responsible for their day-to-day operations. This is a wonderful opportunity for a sophisticated residential leader who enjoys creating order, consistency, and exceptional service across multiple properties while serving as the primary point of contact for the Principal on all residential matters.

The portfolio includes several private homes in California and additional residences elsewhere in the United States. Each property has its own established team and varying operational needs, with ongoing construction, renovation, and interior design projects at several locations. The Director of Residences will oversee the House Managers and residential teams across the portfolio while ensuring that systems, standards, communication, and service remain consistent from property to property.

The ideal candidate will be an exceptional manager with a strong operational background and absolutely no ego. The Principal is looking for someone who can manage both up and down with equal skill. Someone who is direct, efficient, and confident, but also compassionate, approachable, and emotionally intelligent. This person should know when to ask questions and seek direction, but also be comfortable making thoughtful decisions independently and taking ownership of the details.

A major goal of this role is to create a streamlined structure in which the Principal has one trusted point of contact for all residential matters. The successful candidate will be able to take direction and priorities from the Principal, communicate effectively with the various property teams, and ensure that projects and responsibilities are moving forward without requiring the Principal to manage the details personally.

The family values an exceptionally high level of service and would love to bring a more refined, seamless, and proactive approach to the management of its homes. Someone with a hospitality or yacht-service mindset — an appreciation for impeccable standards, anticipation of needs, consistency, and attention to detail — could be especially well suited to this environment.

There are established and long-tenured employees throughout the portfolio, so this role requires someone who can successfully lead experienced teams while respecting existing knowledge and relationships. The right person will be able to introduce systems and improvements without alienating valued staff, building trust while also holding people accountable and moving the organization forward.

Responsibilities will include overseeing the House Managers and residential staff; establishing and maintaining SOPs and consistent service standards across the portfolio; serving as the liaison between the Principal and the various properties; overseeing residential operations, staffing, scheduling, and communication; partnering with the Principal on construction, renovation, and interior design projects; coordinating with outside vendors and service providers; monitoring budgets and ongoing projects; and ensuring that each residence is maintained and operated to the highest standard.

The properties include a variety of animals, and while there is a dedicated Pet Care Specialist on the team, the Director of Residences should be comfortable working in an environment where pets and animals are part of daily life.

The ideal candidate will have significant experience managing multiple high-end private residences or a comparable luxury hospitality environment. Strong leadership, communication, organizational, and project-management skills are essential, along with excellent judgment, discretion, and the ability to navigate a dynamic family environment. This is a role for someone who genuinely enjoys being part of a team, staying ahead of the details, solving problems, and making complicated operations feel seamless.

Compensation is expected to be in the $250,000-$300,000 range, depending on experience, along with an excellent benefits package that includes health coverage for the employee and family, a 6% 401(k) match, an annual contribution toward a 529 plan, a generous charitable matching program, and a long-term investment component with vesting and additional payout potential.

This is an exceptional opportunity for the right residential leader to join a dynamic family office and take ownership of a substantial and evolving private residential portfolio.

please write katie@thehelpcompany.com if you are interested

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Global

Chief of staff needed in Ojai partially remote

Filled

Posted : 08/27/26

Executive Assistant to Chief of Staff
 
Location: Ojai, California (Operating Remote)
Reports To: Lead Principal
 
OPPORTUNITY OVERVIEW
We are seeking a highly capable Executive Assistant Chief of Staff to support the lead principal overseeing a complex portfolio of private, business, philanthropic, and creative initiatives.
This role serves as the central operational command layer across business, household, and property operations. The Executive Assistant Chief of Staff is responsible for transforming fragmented information across multiple systems into clear, structured execution while enforcing accountability across all stakeholders.
The role supports the lead principal with oversight of estate operations, project execution, organizational planning, coordination and communications across multiple project owners.
This is not a traditional administrative assistant role. The position functions as a central operational coordination role within a fast-moving ecosystem of projects, properties, stakeholders, budgets, approvals, and priorities.
The successful candidate will become a trusted operational partner responsible for bringing clarity, accountability, structure, and follow-through to a diverse and evolving set of initiatives.
This is a high-trust, high-agency role requiring ownership, judgment, and independent decision-making.
 

ABOUT THE ENVIRONMENT
The estate portfolio spans multiple active workstreams, including:
• A private micro-school serving approximately 13 children ages 5–12
• A high-end executive retreat center focused on transformational experiences, overnight stays, wellness, hospitality, ceremonies, and curated programming
• A creative media initiative including a filmed first episode of a celebrity reality-show with additional episodes and development in progress
• Multiple family estate and household operations across several locations
• Philanthropic, legal, financial, administrative, and construction initiatives
• Cross-functional teams spanning operations, household management, finance, legal, construction, guest experience, staffing, and creative production
 
CORE PURPOSE OF THE ROLE
The Executive Assistant Chief of Staff helps bring order, visibility, accountability, and follow-through across a multi-project environment.
This person acts as a trusted extension of the principal, ensuring priorities move forward, communication remains organized, stakeholders remain aligned, and all systems reflect reality.
 
CORE RESPONSIBILITIES
• Own master calendar, communication, and operational coordination
• Translate conversations into structured execution
• Maintain alignment across all systems (Slack, ClickUp, Calendar, Documents, Finance)
• Interface and coordinate directly with internal project managers and external vendors as needed

KEY RESPONSIBILITIES
 
Executive Support
• Manage calendars, scheduling, meeting coordination, reminders, and follow-up
• Prepare agendas, summaries, and briefing materials
• Track commitments and outstanding decisions
 
Operational Support
• Support estate, retreat, and business logistics
• Track urgent approvals and implementation gaps
• Assist in cross-functional planning tied to budgets, staffing, and launch readiness
 
Financial Coordination
• Organize invoices and expense documentation
• Coordinate vendor payments and approvals
• Support financial reporting coordination with bookkeepers or accountants
 
Project Management
• Operate within project management systems to monitor project progress and task flow
• Organize documentation, checklists, agreements, and procedures
• Draft professional emails, summaries, and internal updates
 
 

SYSTEMS to TOOLS ENVIRONMENT*
Candidates must demonstrate their experience and ability to operate across multiple technology systems. Please share your experience with these or similar systems:
• Slack Teams Zoom (communications)
• ClickUp or similar (task to project management)
• Microsoft 365 (calendar, email, Teams)
• SharePoint Egnyte (documents)
• Ramp Expensify Sage (financial tools)
• The Nines (property operations)
• Trainual, MyGlue, DocuSign, Earth Class Mail, Otter AI, GoDaddy, Cellgate
 
CORE OUTPUTS to OPERATIONAL CADENCE
Daily
• Calendar Updating to Multi-Calendar Synchronization
•Daily Task to Activities Brief (priorities, actions, follow-ups, decisions)
• Pre-meeting agendas with attendees, speaking time allocation, topic points, and meeting objective(s).
• Post-Meeting follow-up briefs with attendees, outcomes, next steps, task assignments, ownership, to due date
• Invoice approvals and payments and basic bookkeeping entries
 
Weekly
• Weekly Operations Brief (calendar, travel, staffing, schooling, priorities list)
• Monday Meeting: Team Planning project alignment assignments
• Friday Meeting: Team Reporting status updates requests
Monthly
• Monthly calendar overview and forward planning
• Monthly calendar overview across properties and operations
•Monthly financial updates and budgeting meeting
 
QUALIFICATIONS
• 5plus years in executive support or operations
• Experience supporting founders, investors, principals, or senior executives
• Strong systems thinking and tool fluency
• High ownership and independent decision-making
• Excellent communication and organization
• Ability to manage complex, multi-project environments
• High discretion with confidential information
• Strong judgment and initiative
• Ability to self-manage, upward-manage, and operate under ambiguity
• Comfortable working independently in a remote environment
 
PREFERRED EXPERIENCE
• Family office or estate operations
• Retreat or hospitality operations
• Education administration
• Creative or media production
• Legal or finance-heavy operational environments
• Construction or property development coordination
• Experience building SOPs, dashboards, and operational systems
 

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Global

We are looking for Boulder’s best family assistant for 1 year

Open

Posted : 08/26/26

*This is a 9-12 month role only!!!*

We have a family in Boulder that is looking for an amazing family assistant. They have a 6 year old who needs the best playmate when he is out of school and on breaks. When the child is in school, you will be in charge of family assistant duties – light tidying up of the home (dishwasher load and unload), making beds, toy organization, closet organization, running errands, grocery shopping, meal prep, child’s laundry..and any ad hoc duties as needed!

School drop off’s and pick up’s as needed, driving to extra-curricular activities, play dates and lots of at home play! You will also be in charge of making his school lunch and after school snacks.

They spend the summer in Europe, so you have the option of accompanying them to Europe if you’d like! After next summer, the role will end.

Cash role, no pto is offered but you are able to take time off with advance notice. $35 per hour but flexible for the right candidate

Send us your resume if this sounds like your dream temporary role! heather@thehelpcompany.com

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Global

Senior Executive

Filled

Posted : 09/10/26

Santa Barbara Montecito plus Los Angeles | 30plus Hours Week | Full Time within 3-6 months
A very special client is seeking a seasoned, highly capable, and flexible Executive to Personal Assistant to support their older, high-profile father. Although his active career is behind him, his executive and personal support needs certainly are not.

This is not an everyday role—and this is not an everyday client.
Our client is an accomplished gentleman who has had an extraordinary career and is now transitioning into a new chapter of life. He currently divides his time between Los Angeles and Montana and has recently purchased property in Montecito, which will become his primary residence once construction is completed in late 2027.
For now, this position will be approximately 80% remote and 20% in person, with the Assistant ideally based in the Santa Barbara Montecito area. When the principal is in Los Angeles, flexibility to commute to LA approximately once or twice per week will be necessary.

Initially, the position will be approximately 30 hours per week. A focused weekly meeting with the principal will be an important part of the position. He works best in concentrated 2–3 hour windows, so the Assistant must arrive prepared with priorities, decisions, deadlines, and action items clearly organized.

This person will become a trusted right hand, helping organize and oversee the many moving pieces of the principal’s personal, financial, household, and executive life. Responsibilities will include:
Managing calendars, appointments, meetings, deadlines, and weekly priorities
Coordinating with the family office, children, CPAs, attorneys, financial advisors, medical providers, and other professionals.

Organizing email, incoming mail, passwords, online accounts, and physical digital filing systems
Partnering with the family office and CPAs on bill pay, tax documents, insurance, financial reporting, wire approvals, and document management
Tracking important legal and estate-planning matters, including IP, estate plan, and will-related deadlines
Managing insurance providers and claims
Scheduling medical appointments and coordinating in-home care providers when needed
Coordinating vehicle maintenance and transportation
Arranging travel, primarily driving with occasional private or commercial aviation
Handling personal errands, shopping, meal ordering, dry cleaning, gifts, and other lifestyle needs
Managing credit card points and rewards
Hiring and coordinating a rental management company for the Playa del Rey residence
Maintaining organized records for homes, insurance, financial matters, and other important documents
Supporting online privacy and security, including 1Password and personal accounts

Once the principal relocates to Montecito, this position will naturally become more hands-on and may evolve into a full-time Executive Personal Assistant and trusted companion role.
We are especially interested in someone who already has strong resources and relationships throughout Santa Barbara and Montecito and can eventually assist with staffing the new residence, sourcing vendors, managing household needs, and helping the principal become established in the community.

The ideal candidate is mature, kind, patient, discreet, resourceful, and senior-level. You are exceptionally organized, know how to prioritize competing demands, and are comfortable communicating frequently with family members and a sophisticated family office.
Our client has spent much of his life steering the ship, and transitioning away from that role will require someone with a very particular touch. We are looking for a gentle but firm set of hands—someone who can respect his independence while quietly keeping things organized, moving forward, and under control.
Excellent judgment, emotional intelligence, discretion, patience, and follow-through are essential.
This is a wonderful opportunity for someone looking to build a meaningful, long-term position with a truly unique principal and family. DOE on Payroll and Benefits
Please apply to caitlin@thehelpcompany.com.

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Global

Montecito Household Assistant Opening

Filled

Posted : 08/24/26

A private household in Montecito is hoping to find a highly organized, detail-oriented House Assistant to support the Family, Operations Partner, and broader Estate Team. This is a hands-on role for a proactive, roll-up-your-sleeves person with a true “no task too small” attitude. The ideal candidate is discreet, emotionally intelligent, highly organized, detail-oriented, and able to anticipate needs and thrive in a dynamic environment.

Responsibilities include local errands and deliveries, mail and package management, vehicle care, household and personal shopping, inventory management, storage and office organization, packing and travel support, pet care, event and hospitality assistance, and general estate and family support. The role requires someone who takes pride in keeping things organized, aesthetically pleasing, and running smoothly.

Candidates should have at least one year of support experience, a valid driver’s license and clean driving record, excellent communication and follow-through, and fabulous references. Hospitality, events, gifting, or high-touch service experience is a plus. Flexibility to occasionally work evenings, weekends, holidays, or overnights is required.

The standard schedule is Monday–Friday, 8:00 AM–5:00 PM, with flexibility as needed. Compensation is $60,000–$80,000 depending on experience, plus performance-based bonus eligibility, medical, dental and vision insurance, paid time off, paid holidays, and professional development opportunities.

Let us know if this role is right for you!

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Global

We are helping a Cleveland CEO find his right hand EPA

Filled

Posted : 09/14/26

We are helping our Cleveland, Ohio client find an excellent executive personal assistant. He is a busy CEO that recently had some health issues arise, so he is looking for someone who can help manage both aspects of his life. Please see below for the job description from the client:

ESSENTIAL DUTIES AND RESPONSIBILITIES:
• Schedule and manage the calendar for conferences, depositions, trials and travel arrangements.
• Occasional travel with CEO.
• Manage email communications and maintain organized digital and paper files, while occasionally drafting, proofreading, editing, and organizing correspondence, reports, and other documents
• Assist with the purchase of necessary office and home supplies, within the limits prescribed
• Communicate professionally with attorneys, business associates, healthcare providers, and other contacts
• Track deadlines, prioritize tasks, and anticipate needs
• Integrating work calendar with personal calendar to ensure no overlap between appointments

PERSONAL CARE RESPONSIBILITIES:
• Bathroom assistance if client is in public. He can assist himself at home
• Provide transfer and mobility assistance as needed during day
• Help ensure a safe and comfortable home environment
• Offer companionship while supporting independence
• Assist with light housekeeping, food prep, and other tasks related to the client’s care
• Assist as needed with at-home physical and occupational therapy
• Provide transportation with client’s vehicle to different appointments, meetings, errands, etc.
• Accompany clent to corporate headquarters nearby

KNOWLEDGE, SKILLS, AND ABILITIES:
• Knowledge of office management systems and procedures.
• MS office (Excel, Word, PowerPoint, Outlook)
• Outstanding organizational and time management skills
• Ability to multi-task and prioritize daily workload
• Excellent verbal and written communication skills
• Ability to travel via private or public transportation, with occasional overnight or multi-night stays
• Understanding of decorum, appropriate dress and presentation skills
• Ability to interact with all levels of clients, professionals such as doctors and attorneys with suitable competence

Send us your resume along with your hourly requirement if this is the perfect job for you! heather@thehelpcompany.com

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Global

Personal assistant needed in Texas for A-list Actor

Filled

Posted : 09/08/26

A well-known actor based in Austin is looking for an exceptional Personal Assistant to become an integral part of his busy life and team. This is a wonderful long-term opportunity—the previous assistant remained in the position for many years.

The ideal candidate is highly organized, polished, discreet, and always thinking several steps ahead. You will travel with the principal, oversee a demanding and ever-changing calendar, coordinate travel, pack and unpack luggage, and make sure hotel rooms and residences are stocked and prepared before every arrival.

You will also supervise and guide two runners, so previous management experience and the ability to delegate thoughtfully are important. We are looking for someone who can lead a small team while remaining hands-on and happy to manage both the big picture and the smallest details.

Responsibilities include:

Managing a very busy professional and personal calendar
Coordinating domestic and international travel
Traveling with the principal as needed
Packing and unpacking luggage
Preparing and stocking hotels and residences
Anticipating needs before, during, and after travel
Supervising and directing two runners
Handling last-minute changes calmly and efficiently
Maintaining complete confidentiality and discretion

The ideal candidate will have significant experience supporting a high-profile individual, executive, or entertainment professional. You must be flexible, resourceful, emotionally intelligent, and comfortable working in a fast-paced environment where schedules can change quickly.

Compensation: $150,000 annually, DOE
Benefits: Health insurance and 401(k)

Ideally you have entertainment or experience supporting a individual with a high profile life! The client is open to offering a RELOCATION package for the right person!

Please email naomi@thehelpcompany.com if you are the right person for this great job!

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Global

Looking for the best Vancouver chef that can travel!

Filled

Posted : 08/18/26

We are helping a busy couple find a top chef in Vancouver, BC. You will prepare and plate breakfast and lunch, and leave dinner in the fridge. You will also be asked to help with dinner parties occasionally, so please be flexible for some late nights. This family also travels to Maui up to 4 months out of the year (separate accommodations), so please be able to commit to a schedule like this. You should have a sophisticated palate, as this family loves all cuisines. They also love sandwiches – so please be super creative and able to create delicious sandwiches! You should also be very good at taking a mental note of preferences, likes, dislikes and creating memorable moments with food.

Salary is DOE…send us your salary requirements
401k
Full medical, dental, vision
PTO

If you are local to Vancouver and this sounds like your dream job, send us your resume! heather@thehelpcompany.com

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Global

We are looking for Vancouver, BC’s best executive housekeeper

Filled

Posted : 08/18/26

We are helping our clients in Vancouver find the best executive housekeeper. You will have one housekeeper under you, that you will help lead and mentor. You will report directly to the EA, and the family as needed.

Your duties include:
-Inventory management of every room and all items in the rooms, including pantry management
-Maintenance coordination
-Create housekeeping protocols across the entire estate and guest homes
-Ensure every space is pristine
-Conduct regular walk through’s of the home
-Grocery shop and ensure favorites are always in the home
-Clean coffee machine bi-weekly
-Rotate pantry items
-Coordinate carpet, upholstery, stone, wood, and specialty surface care to maintain the highest standards of presentation
-Manage projects such as stain removal, fabric restoration, seasonal refreshes, and specialty cleaning
-Coordinate with maintenance personnel and external vendors to ensure repairs are completed promptly and to the highest standard
-Ensure household equipment, furnishings, artwork, fixtures, and finishes are properly maintained and cared for
-Track maintenance requests and follow projects through to completion
-Create detailed checklists, inventories, operating manuals, and arrival departure protocols
-Establish consistent systems for stocking, inspections, reporting, maintenance follow-up, and quality control
Support special events, guests, and seasonal transitions as required
-Plus any ad hoc duties

Open to relocation, with a relocation package offered
Send us your hourly requirement
Full benefits for you and your dependents
401k
2 weeks pto

Send us your resume if this is the perfect role for you! heather@thehelpcompany.com

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