Associate Director of Investments

Location

Central Massachusetts or Wellesley, MA (Hybrid)

Overview

Our client is a boutique wealth management firm with over 20 years of history serving sophisticated, tax-sensitive clients. The firm is seeking an Associate Director of Planning & Investments to join the team in a succession-track role, with a clear 2–3 year trajectory to Director of Planning / Investment Leader.

This role is ideal for a strong planning and investment professional who is ready to take the next step toward leadership. You will work closely with a seasoned Sr. Director of Investments while gradually assuming greater responsibility across portfolio management, advanced planning, and investment strategy.

This is not a back-office analyst role. It is a future leadership seat with long-term growth.

What You’ll Do

• Support and increasingly co-manage investment portfolios for tax-sensitive clients

• Implement and monitor model portfolios using a model-based investment platform

• Execute rebalancing, transitions, and ongoing portfolio maintenance

• Identify and implement tax-loss harvesting, asset location, and gain management strategies

• Contribute to comprehensive financial planning, including:

• Buy-sell agreements and business owner planning

• Concentrated stock and liquidity strategies

• Prepare analyses and materials for client meetings

• Collaborate with advisors on complex planning and investment decisions

• Grow into increased ownership of planning and investment leadership over time, including strategy development and implementation

What We’re Looking For

• 5–8+ years of experience in wealth management or a boutique advisory environment

• Strong experience working with taxable portfolios and tax-sensitive clients

• Working knowledge of tax-loss harvesting, asset location, and business owner planning

• CFP® required or actively pursuing (CFA or similar credentials welcome)

• Series 7 and 66 (or willingness to obtain)

• Strong analytical skills with the ability to communicate clearly

• Desire to grow into a senior planning and investment leadership role

• Based in or able to commute to Central Massachusetts

Compensation & Growth

• Bonus / Incentive: $10,000–$30,000

• Total Target Compensation: $120,000–$160,000 (Year
1)

Compensation and responsibility are expected to grow meaningfully over time, with a defined path to a Director of Planning / Investment Leader role within 2–3 years.

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