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Fox Hill's Wealth Wisdom

Insights on Investing, Estate Planning, Financial Planning, and Tax
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Is retirement dead?
The traditional vision of retirement no longer fits the way most people actually want to live - and your financial plan should reflect that. The Retirement Dream We Were Sold For decades, retirement was sold as the finish line. Work hard, save diligently, and at some point in your 60s, or if you were really successful, your 50s - you'd ride off into the sunset. Golf. Travel. Relaxation. The end. It was a compelling story. It was also written for a world that no longer exist
Justin Obey
Mar 44 min read


The Roth Conversion Window Most People Miss
Here's a situation we see all the time at Fox Hill: You're 58. You just sold your business or left your corporate job. You have a year or two before you start drawing income again. Your tax bracket just dropped from 35% to 22%. This is your window. Most people wait until they're 72 and forced to take RMDs. By then, their bracket is back up, Social Security is taxable, and Medicare premiums are higher. The Roth conversion sweet spot is usually in your late 50s to early 60s—aft
Justin Obey
Feb 125 min read


2026 Tax Changes for Small Business Owners: What the One Big Beautiful Bill Means for You
If you're a small business owner, the One Big Beautiful Bill signed in mid-2025 delivered something that's been in short supply: certainty. After years of tax provisions sunsetting, expiring, and changing with each administration, business owners finally have clarity on the rules that will govern their tax planning for years to come. We recently sat down with Gary Marini, Managing Director and CPA at Peck Associates in Needham, Massachusetts, to discuss the most significant c
Justin Obey
Jan 205 min read


Estate Planning for Cryptocurrency: A Complete Guide for Digital Asset Owners
According to a recent Harris poll, 21% of American adults (roughly 55 million people) now own cryptocurrency. The total cryptocurrency market capitalization has surpassed $3 trillion, making digital assets a meaningful part of many families' wealth. Yet a surprising number of crypto owners haven't addressed one critical question: what happens to these assets when they're gone? Unlike traditional investments held at banks or brokerages, cryptocurrency presents unique challenge
Justin Obey
Jan 205 min read
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