Office Manager

Office Manager – North Shire Inc.

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North Shire Inc., a landscaping company specializing in landscape maintenance and commercial snow plowing, is seeking a highly organized Office Manager for a hybrid work-from-home role. As the first full‑time office employee, you will take over critical administrative tasks from the company president/owner, ensuring smooth and efficient operations. Responsibilities include managing schedules, handling invoices, negotiating with vendors, maintaining office systems, and leveraging field‑based CRM tools like Jobber for scheduling, estimating, and invoicing.

The ideal candidate is comfortable answering phones, has expertise in Quick Books, and thrives in a dynamic, home‑service‑based environment.

• Manage calendars for appointments, meetings, and field operations
• Optimize office processes and implement efficient systems using Jobber and Quick Books
• Process payments and record invoices, ensuring accurate general office budget maintenance
• Negotiate contracts and pricing with vendors and service providers
• Collaborate with ADP for payroll, hiring, benefits, and tax form management
• Utilize Jobber to:
  • Apply customer tags and fill custom fields for comprehensive data management
  • Enroll regular mowing customers in autopay for steady cash flow
  • Explore AI Receptionist for after‑hours call handling
  • Answer phones and communicate effectively with clients and team members
  • Perform occasional work‑related trips (e.g., bank, office supply store, jobsite check‑ins) with mileage reimbursement

• High school diploma/GED required; some college preferred
• Proven experience as an Office Manager, preferably in a home‑service‑based company
• High level of expertise in Quick Books; experience with Jobber or similar field‑based CRM is a plus
• General understanding of landscape maintenance, landscape construction, and commercial snow plowing
• Proficient in Microsoft Office, Excel, Outlook and/or Mac/Google Drive equivalent
• Excellent time management, problem‑solving, and attention to detail
• Strong verbal and written communication skills
• Ability to work independently from a home office with:
  • Personal cell phone
  • Dedicated home office/workspace
  • Dependable transportation for occasional office/shop visits
• Comfortable with a wide variety of tasks and applications
• Experience with T‑Mobile DIGITS, ADP, or similar VOIP/payroll systems is a plus

• Hybrid role with significant work‑from‑home flexibility
• Occasional travel to office/shop locations as needed
• Work‑related trips (e.g., bank, jobsite check‑ins) eligible for mileage reimbursement

• Flexible hybrid work‑from‑home schedule
• Competitive compensation and salary
• Paid time off
• Mileage reimbursement for work‑related trips (excluding office commutes)
• Provided with Mac Book Pro (Jobber, Quick Books, T‑Mobile DIGITS, ADP)
• 401(k) and 401(k) matching
• Flexible schedule

Mid‑Senior level

Full‑time

Administrative