Independent, tax-loss harvesting financial advisors in Alaska
The right financial advisor for you depends on how you weigh location, expertise, experience, the clients they typically serve, and how they work with you.
If you have investments with losses that could offset gains, you might consider tax-loss harvesting to reduce your tax bill. Without careful timing and understanding of IRS rules, you could accidentally trigger a "wash sale," which disallows the loss deduction.
- Wash sale awareness. Confirm how the advisor avoids repurchasing the same or substantially identical security within 30 days, which would negate the tax benefit.
- Portfolio impact. Ask how they balance harvesting losses with maintaining your desired investment allocation and long-term goals.
- Transaction costs. Understand how they factor in trading fees or bid-ask spreads that might reduce the net benefit of harvesting losses.
- Independent perspective. Being independent means these advisors aren’t tied to specific products, potentially offering more flexible strategies tailored to your tax situation.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Jacob W
Series 63, Series 66
Homer, AK
Williams & Novak Wealth Management, LLC
Jacob Williams specializes in tax-loss harvesting with 24 years of experience, offering independent advice from his firm in Homer, Alaska. His firm combines a long-term investment approach with tactical adjustments, serving a diverse client base including trusts and charitable organizations. Unlike some advisors, he provides flexible fee structures including flat fees and negotiable AUM rates, which may suit clients seeking tailored financial planning and investment management.
Experience: 25 years
Avg account: $1,215,068
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Clifford D
Series 63, Series 65
Glennallen, AK
Bolton Securities Corporation
Clifford Dow II specializes in tax-loss harvesting and brings 35 years of experience, offering independent advice from Glennallen, Alaska. His firm, Bolton Securities Corporation, provides both discretionary and non-discretionary asset management with a long-term focus and tactical flexibility, charging flat or hourly fees, which may appeal to clients seeking seasoned guidance with customizable portfolio strategies.
Experience: 35 years
Avg account: $761,941
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Mark D
Series 65
Palmer, AK
True North Wealth Management LLC
Mark Diehl specializes in tax-loss harvesting and wealth management, offering strategies that integrate financial planning with tax preparation through his firm True North Wealth Management LLC in Palmer, AK. His background in accounting and experience with the Minnesota Department of Revenue provide a strong foundation for navigating tax rules, while his use of model portfolios and tax-management tools supports a disciplined, theory-driven investment approach.
Experience: 1 year
Avg account: $182,000
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Sabrina P
CFP®, Series 66
Anchorage, AK
Vanderbilt Advisory Services
Sabrina Peterson specializes in tax-loss harvesting with 21 years of experience and holds CFP® and Series 66 designations, making her well-equipped to manage tax strategies in Alaska. Operating independently at Vanderbilt Advisory Services, she offers flat-fee planning and serves a diverse clientele including trusts and retirement plans, distinguishing her with a broad service scope and a strategic asset allocation approach.
Experience: 21 years
Avg account: $327,118
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David G
Series 65
Anchorage, AK
Dynamic Capital Management, Inc.
David Gottstein specializes in tax-loss harvesting with over 31 years of experience, operating independently in Anchorage, Alaska. His firm, Dynamic Capital Management, focuses on discretionary portfolio management using a valuation-driven, large-cap value strategy that emphasizes after-tax outcomes, supported by a proprietary tax-optimization tool. Compared to others, his leadership since 1994 and dual role as CEO of Efficient Tax, LLC, highlight a deep commitment to tax-efficient investing and personalized wealth management.
Experience: 32 years
Avg account: $448,696
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