#311: Financial Planning with Private Investments, Tax Loss Harvesting & Charitable Giving with David Chepauskas, USMA ‘77

Service Academy Business Mastermind

Need financing for your next investment property? Visit: https://www.academyfund.com/

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With 33 years of experience, David Chepauskas specializes in solving problems and maximizing opportunities for senior Wall Street professionals, business owners, executives, and retirees. He is a partner at Summit Financial LLC, a leading independent financial planning firm serving the NJ Tri-State area. David is passionate about working with veterans and service academy graduates, leveraging his network to help them achieve their business goals and build meaningful relationships. His expertise spans retirement, estate, insurance, investment, and income tax planning. David’s goal is to provide tailored financial strategies to meet the unique needs of his clients. He enjoys connecting people and fostering professional connections that lead to growth. David’s deep knowledge and personal approach have made him a trusted advisor in his field.

Show Notes:

In this episode of the SABM podcast, Scott chats with David about:

• The Unique Focus of David’s Firm: Tailored wealth-building strategies for academy graduates and veterans.

• Private Markets: The benefits of private equity, private credit, and private real estate, including higher returns and lower volatility.

• Portfolio Allocation: Why diversification is key to successful wealth management.

• Advanced Tax Strategies: Insights into tax-loss harvesting and direct indexing.

• Charitable Giving: Using philanthropy as a tool for managing high income and capital gains.

Timestamps:

• 00:49 Introducing the Unique Approach of Summit Financial

• 04:02 Diving into Private Market Investments

• 09:52 Understanding Portfolio Allocation

• 14:42 The Benefits and Drawbacks of Private Investments

• 21:50 Exploring Tax Loss Harvesting Strategies

• 31:15 Charitable Giving and Estate Planning

Connect with David :

• LinkedIn - David C.

• http://www.summitfinancial.com

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A special thank you to David for joining me this week. Until next time!

-Scott Mackes, USNA ’01