Bookkeeping and Office Manager

Benefits:

401(k)

Company parties

Employee discounts

Paid time off

Training & development

Bookkeeping and Office Manager

The Bookkeeping & Office Manager is a key member of the administrative team at Destination Willamette and its affiliated companies, including Lifestyle Properties and Pinot Car Wine Tours.

This position is primarily responsible for maintaining accurate, timely, and organized financial records across our businesses and supporting the day-to-day accounting functions that keep our operations running smoothly. The ideal candidate will also have experience supporting payroll, human resources administration, and general office operations.

This is a hands‑on position for someone who enjoys details, takes ownership of their work, and is comfortable working within a growing, fast‑moving hospitality and service organization. The Bookkeeping & Office Manager works closely with company leadership and department managers to ensure financial information is accurate, deadlines are met, records are well maintained, and administrative needs are handled proactively.

While bookkeeping experience is essential, experience with HR, payroll, benefits administration, or employee records is highly desirable.

Bookkeeping & Accounting

Maintain accurate day-to-day bookkeeping records for multiple affiliated businesses.

Enter, categorize, and reconcile purchases, expenses, accounts payable, and other financial transactions.

Review invoices and prepare vendor payments in accordance with company procedures.

Maintain organized supporting documentation for transactions, invoices, receipts, reimbursements, and payments.

Reconcile bank accounts, credit cards, and other financial accounts.

Review transactions for accuracy and investigate discrepancies.

Record and maintain homeowner charges, reimbursements, and other property‑related expenses within company accounting and property management systems.

Assist with homeowner accounting and reporting, including reviewing charges and supporting documentation before statements are finalized.

Track and reconcile expenses and revenue between company entities when applicable.

Review and process employee mileage, expense reimbursements, and miscellaneous reimbursements.

Prepare, record, and submit lodging and other applicable taxes according to required schedules.

Support Pinot Car Wine Tours accounting, including payment reconciliation, driver payouts, gratuities, and related records.

Monitor outstanding receivables and assist with collection and documentation as needed.

Assist with month‑end and year‑end accounting preparation.

Maintain financial records necessary for our CPA, tax preparers, insurance providers, lenders, and other professional partners.

Assist leadership with financial reporting, research, reconciliations, and other accounting projects as needed.

Help maintain appropriate financial controls and identify inconsistencies or opportunities to improve accounting processes.

The amount of responsibility within this area may vary based on the experience of the individual hired.

Maintain accurate employee records and personnel files.

Process and maintain new‑hire, change‑of‑status, and separation documentation.

Enter and maintain employee information within payroll and HR systems.

Review employee timesheets, identify discrepancies, and coordinate corrections with managers before payroll processing.

Support payroll processing and maintain payroll‑related documentation.

Maintain employee reimbursement and payroll deduction records.

Support benefits administration, enrollment documentation, and employee eligibility tracking.

Assist with administration and recordkeeping related to workers' compensation and unemployment claims.

Maintain required employment documentation, including tax forms and other employee records.

Assist with onboarding and offboarding administration.

Track employee milestones, required documentation, and other HR administrative deadlines.

Maintain confidentiality of employee, payroll, and financial information at all times.

Assist leadership with additional HR administration and employee‑related…