What are the responsibilities and job description for the Administrative Assistant / Bookkeeper position at Strategic Navigators, Inc.?
Administrative Assistant / Bookkeeper
Full-Time | $60,000/year | In-Office | Wheaton, IL
About Strategic Navigators
Strategic Navigators Inc. (SNI) is a nationwide family office services firm specializing in assisting business owners, high-income earners, and high-net-worth individuals. Our expertise in tax planning, accounting, estate planning, financial coaching, and corporate structure is enhanced by how we harmonize these offerings for the benefit of our clientele. Our work has been featured in Forbes, NBC, FOX, ABC, and beyond. We hold ourselves to the same high standards in everything we do — including who we bring onto our team.
About the Role
We are a small, close-knit office looking for a sharp, trustworthy, and detail-obsessed Administrative Assistant/Bookkeeper to join our team. This is a hands-on role where no two days are exactly alike — you'll wear multiple hats, work independently, and take genuine ownership of your responsibilities. If you thrive in a small-office environment, take pride in accuracy, and enjoy figuring things out, we want to hear from you.
Key Responsibilities
- Manage day-to-day bookkeeping including accounts payable (AP) and accounts receivable (AR)
- Process and track commissions accurately and on schedule
- Maintain organized financial records
- Handle general administrative duties: correspondence, scheduling, filing, and office coordination
- Work within QuickBooks and other web-based platforms to manage data and reporting
- Support the team with CRM data entry and maintenance (Wealthbox a plus)
- Identify and resolve discrepancies with a proactive, problem-solving approach
- Manage multiple priorities independently while keeping the team informed
- Assist Sales and Leadership team with Conference Preparation/scheduling.
What We're Looking For
Must-Haves:
- Exceptional attention to detail — this is non-negotiable
- Demonstrated reliability and trustworthiness — we depend on you
- Solid understanding of AP, AR, and commission tracking
- Experience THRIVING in a small office environment
- Comfortable working independently and managing your own time
- Collaborative team player who communicates proactively
- Flexible, figure-it-out mindset — you don't wait to be told twice
- Proficient with web-based applications and technology in general
Strong Pluses:
(These aren't dealbreakers, but they’ll put you at the top of the list)
- Background in finance, insurance, wealth management, CPA firm or a related financial industry
- QuickBooks experience (this is a significant plus)
- Familiarity with Google Suite (Docs, Sheets, Gmail, Drive)
- Experience with Wealthbox CRM
Schedule & Compensation
- Hours: 40 hours per week
- Pay: $60,000 per year
- Location: Primarily in-office (Wheaton, IL); some scheduling flexibility available for the right person
- Benefits: Health Insurance, PTO
Who Thrives Here
This role is a great fit if you're the kind of person who catches errors before anyone else does, takes ownership without being asked, and genuinely enjoys bringing order to complexity. You'll work closely with a small team that values trust, communication, and doing things right the first time.
This is not a role for someone who needs constant oversight or step-by-step instructions. We value self-starters who ask the right questions, figure things out, and follow through.
How to Apply
Please submit your resume along with a brief note about your bookkeeping experience and why this role is a good fit for you. Candidates with QuickBooks experience and a background in the financial industry will be prioritized.
We review applications on a rolling basis and will be in touch within two weeks of your submission.
Salary : $60,000