Demo

Client Service Associate / Executive Assistant

Fortress Planning Group
Waukesha, WI Full Time
POSTED ON 11/2/2025
AVAILABLE BEFORE 12/30/2025

Part-Time | Pewaukee, WI | Hybrid Flexibility

Company Overview

Fortress Planning Group is an independent, fee-only, fiduciary financial advisory firm dedicated to helping families live with confidence and purpose. We guide clients toward a holistic view of wealth and family stewardship — supporting those who protect, provide for, and prioritize their loved ones.

Position Overview

We are seeking a highly organized and proactive Client Service Associate to support Partner & Financial Advisor, Kevin Sandieson. This is a part-time role (approximately 20-30 hours per week) based in our Pewaukee, WI office, with some flexibility to work remotely. Occasional evening or weekend hours may be required for special projects or events.

Mission

The Client Service Associate’s mission is to stay five steps ahead of Kevin—anticipating needs, managing details, and creating efficiencies—so he can focus on serving clients and growing the business. Success in this role means ensuring administrative and client-support tasks are handled with accuracy, confidentiality, and a consistently positive attitude.

Key Responsibilities

Administrative Assistant & Office Management

  • Handle office tasks such as filing, ordering supplies, and preparing reports/presentations.
  • Support new client onboarding and ongoing client service needs.
  • Work directly with Schwab to ensure accurate account setup and maintenance.

Scheduling & Communication

  • Manage Kevin’s calendar and email inbox, including external communication with clients.
  • Coordinate client meetings (in-person and virtual), prepare agendas, take notes, and follow up.
  • Maintain professional and timely communication by phone, email, and mail.

Client Support & Data Management

  • Enter client financial information into planning software.
  • Record notes and calls in our CRM (Wealthbox).
  • Anticipate client needs to ensure a seamless experience.

Other Tasks

  • Assist with research projects, travel coordination, and gift ordering.
  • Run occasional errands (stamps, office supplies, etc.).

Key Competencies

  • Communication: Excellent written and verbal skills; strong grammar and professionalism.
  • Confidentiality: Handle sensitive financial information with discretion.
  • Organization & Anticipation: Ability to prioritize, stay ahead, and proactively support Kevin.
  • Collaboration: Team-oriented, positive, and solutions-focused.
  • Technology: Proficiency with Microsoft Office Suite and comfort learning new platforms (Schwab, Holistiplan, Wealthbox, Riskalyze, Advyzon, etc.).

Qualifications

  • Bachelor’s degree preferred.
  • Minimum 2 years of experience as an Client Service Associate or similar role; RIA industry experience strongly preferred.
  • Must successfully pass a background check.

Compensation & Benefits

  • Part-time salaried position (based on 20-30 hours per week).
  • Compensation commensurate with experience.
  • Employer-sponsored retirement plan with competitive contributions.
  • Generous paid vacation and holiday schedule offered.
  • Benefits not currently offered.

How to Apply
Please send your resume and a short cover letter to kevin@fortressplanninggroup.com

Job Type: Part-time

Pay: $20,800.00 - $39,000.00 per year

Expected hours: 20 – 30 per week

Benefits:

  • 401(k)
  • Employee discount
  • Paid time off

Work Location: In person

Salary : $20,800 - $39,000

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