Personal & Business Operations Assistant (1099 Contractor)

About the Position

We are seeking a highly organized, dependable, and adaptable Personal & Business Operations Assistant to provide administrative, operational, financial, and personal support for a small business and its owners.

This is a hands-on position requiring strong organizational skills, attention to detail, discretion, sound judgment, and the ability to manage a wide variety of responsibilities. The successful candidate will be comfortable handling administrative tasks, bookkeeping support, scheduling, transportation assistance, vendor coordination, errands, and general operational support.

This role is ideal for someone who enjoys variety, takes initiative, solves problems independently, and is comfortable supporting both business and personal needs.

ResponsibilitiesAdministrative Support

• Manage calendars, appointments, reminders, and scheduling
• Coordinate vendors, contractors, and service providers
• Prepare correspondence, reports, and documentation
• Organize files, records, and business information
• Track projects and follow up on outstanding items
• Assist with day-to-day business operations

Bookkeeping & Financial Support

• Maintain financial spreadsheets and records
• Process bills, invoices, and payments
• Reconcile transactions and account activity
• Organize records for outside accounting and tax professionals
• Research and resolve discrepancies
• Maintain accurate documentation and reporting

Personal Assistance & Transportation

• Coordinate personal appointments and scheduling
• Transport owner to appointments and approved activities
• Assist with mobility-related logistics, including transportation of a folding wheelchair
• Grocery shopping and supply purchasing
• Run errands and complete miscellaneous tasks
• Assist with personal organization and logistics

General Support

• Maintain an organized and functional work environment
• Perform light housekeeping, organization, and cleanup tasks as needed
• Assist with inventory and supply management
• Provide operational support wherever needed

Requirements

• Valid driver's license
• Clean driving record
• Reliable personal vehicle with working heat and air conditioning
• Vehicle large enough to transport a folding wheelchair
• Automobile insurance that covers driving performed as part of work responsibilities
• Ability and willingness to transport owner to appointments and activities
• Strong organizational and time-management skills
• Excellent attention to detail
• Professional communication skills
• Ability to manage multiple priorities and changing demands
• High level of discretion and confidentiality
• Proficiency with Google Workspace and spreadsheets
• Ability to work independently and follow through on responsibilities

Preferred Experience

• Administrative support
• Personal assistant or executive support
• Office management
• Bookkeeping or financial recordkeeping
• Vendor coordination
• Small business operations

Schedule Requirements

• Typical start time between 9:00 a.m. and 10:00 a.m.
• Full availability required on Mondays and Tuesdays
• Additional weekday hours vary based on appointments and operational needs
• Regular evening availability required
• Occasional Saturday and Sunday availability required
• Flexible scheduling is essential

Ideal Candidate

The ideal candidate is:

• Dependable and trustworthy
• Organized and proactive
• Adaptable and resourceful
• Comfortable working closely with ownership
• Able to balance detailed instructions with independent judgment
• Professional, patient, and solution-oriented

This is a diverse, hands-on role offering the opportunity to become an integral part of both business and personal operations.

Pay: From $20.00 per hour

Benefits:

• Flexible schedule

Application Question(s):

• Do you have reliable access to a personal vehicle that can be used for work-related transportation and errands?
• Is your vehicle large enough to transport a folding wheelchair?
• Do you maintain automobile insurance that covers driving performed as part of work responsibilities?
• Are you willing and able to transport a client to appointments and activities using your personal vehicle?
• Are you available to work all day on Mondays and Tuesdays?
• Are you available for regular evening work when required?
• Are you available for occasional Saturday and Sunday work?
• How would you rate your proficiency with Google Sheets?
• This position combines administrative support, bookkeeping, transportation assistance, scheduling, errands, and operational support. What interests you about this type of role?
• Describe a time when you had to manage multiple competing priorities or unexpected requests. How did you decide what to do first?
• This role requires flexibility, attention to detail, and close collaboration with ownership. Which aspect of the position do you believe would be most challenging for you, and why?

Experience:

• bookkeeping, recordkeeping, and account reconciliation: 3 years (Preferred)
• office management, personal assistant, or operations support: 3 years (Preferred)

License/Certification:

• Minnesota Driver's License (Required)

Work Location: In person