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Blog

Challenging the Merits of Tax Loss Harvesting
John Robinson | May 29, 2025

Challenging the Merits of Tax Loss Harvesting

Retirement Planning
Tax Planning

Tax loss harvesting (TLH)-the practice of selling depreciated assets to offset capital gains and reduce tax liability-is widely promoted as a cornerstone of tax

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Caution: Renting Part of Your Home May Jeopardize Your Capital Gains Tax Exclusion
John Robinson | May 26, 2025

Caution: Renting Part of Your Home May Jeopardize Your Capital Gains Tax Exclusion

Financial Planning
Tax Planning

Many homeowners are drawn to the idea of renting out a portion of their primary residence to generate extra income. While this can be a smart way to offset

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Scenarios in which it may make sense to shift self-employment income from one spouse to another to optimize social security benefits and/or avoid social security tax
John Robinson | May 13, 2025

Scenarios in which it may make sense to shift self-employment income from one spouse to another to optimize social security benefits and/or avoid social security tax

Social Security
Tax Planning

Shifting self-employment income between spouses can optimize Social Security benefits and reduce tax liabilities in a narrow set of specific scenarios, though

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Hawaii’s Weak Liability Protection Laws and the Benefits of Tenancy by the Entirety and Liability Insurance
John Robinson | May 2, 2025

Hawaii’s Weak Liability Protection Laws and the Benefits of Tenancy by the Entirety and Liability Insurance

Financial Planning
Insurance & Annuities

Hawaii’s liability protection laws, particularly regarding minimum insurance requirements and asset protection, are relatively weak compared to many other

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How Should Consumers Pay for Financial Advice?
John Robinson | Apr 30, 2025

How Should Consumers Pay for Financial Advice?

Financial Planning

Understanding Jargon, Conflicts of Interest, and Ethical Constructs in Financial Advice Pricing Models

The business of financial advice has been in a constant

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Turning Stock Market Lemons into Lemonade: The Strategic Advantage of Roth Conversions in a Downturn
John Robinson | Apr 28, 2025

Turning Stock Market Lemons into Lemonade: The Strategic Advantage of Roth Conversions in a Downturn

Financial Planning
IRAs & Retirement Accounts

A depressed stock market can feel like a financial setback, but for savvy investors, it presents a unique opportunity to optimize long-term tax outcomes through

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Understanding the Net Investment Income Tax (NIIT) and How to Avoid It in Taxable Accounts
John Robinson | Apr 21, 2025

Understanding the Net Investment Income Tax (NIIT) and How to Avoid It in Taxable Accounts

Retirement Planning
Tax Planning

“Yay- Another article about esoteric tax rules!”… said no one ever.  Nonetheless, I have written this one because it keeps popping up as relevant in client tax

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Why I Always Say “Friends Should Not Let Friends Buy Bond Funds”
John Robinson | Apr 14, 2025

Why I Always Say “Friends Should Not Let Friends Buy Bond Funds”

Financial Planning

Several years ago, I wrote an article for the FPH newsletter titled, “Friends Don’t Let Friends Buy Bond Funds.”  That refrain has become an enduring mantra in

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The Social Security Fairness Act: $Welcome News for Millions of Public Workers!$
John Robinson | Feb 27, 2025

The Social Security Fairness Act: $Welcome News for Millions of Public Workers!$

Social Security

3.2 million working and retired Americans got some much deserved good news when the Social Security Fairness Act was signed into law in January (2025).  The law

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Four Handy Financial Planning Guides
John Robinson | Feb 21, 2025

Four Handy Financial Planning Guides

Financial Planning

Estate Guru Asset Registrations Guidebook – Many consumers who have taken time to draft revocable trusts have no idea how get their assets registered into the

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Why the 4% Retirement Spending Rule Needs to Be Retired
John Robinson | Feb 14, 2025

Why the 4% Retirement Spending Rule Needs to Be Retired

Retirement Planning
Retirement Spending

In 1994, a California financial planner named William Bengen published a seminal paper in the Journal of Financial Planning titled, “Determining Withdrawal

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My Acquired Podcast Top 5 “Must-Listen” List
John Robinson | Feb 6, 2025

My Acquired Podcast Top 5 “Must-Listen” List

Financial Planning
Video

Below is a list of my top five Acquired podcast episodes. They are not ranked in any particular order, but they represent the episodes that I have played

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677 Ala Moana Boulevard, Suite 605
Honolulu, HI 96813

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