Our Blog
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Financial strategy for mid-career and peak earning years
- June 10, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
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Mid-career success often brings a more complex financial picture, and the strategies that worked early on may no longer be enough. From managing higher tax exposure to protecting the wealth you’ve already built, peak earning years come with both greater opportunity and greater risk. This article breaks down the key planning moves to make now so you have more choices later.
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Financial strategy for early career professionals and young families
- June 3, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
The early career and young family years bring a rapid increase in financial complexity, as growing income, expanding responsibilities, and long-term decisions around saving, investing, and taxes all converge at once. Read on to learn how a coordinated financial strategy now can create meaningful wealth-building momentum for years to come.
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Why financial strategy must evolve over time
- May 20, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
Effective financial planning isn’t a one-time event, it’s an ongoing process that must adapt as your life, income, and goals change over time. From building early savings to navigating tax strategy in peak earning years to preparing a sustainable retirement income, each life stage brings new challenges and opportunities that a static plan simply can’t address. Read on to learn how a lifecycle-based approach to financial planning can help you make smarter, more coordinated decisions at every stage of the journey.
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The USPS postmark change you need to know about before you mail anything tax-related
- May 13, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
A USPS rule change means that the postmark on your tax-related mail may no longer reflect the day you actually dropped it off, and the IRS still uses that postmark to determine whether you filed on time. For taxpayers in rural areas especially, this gap could be the difference between a timely filing and a costly late penalty. Read on to understand exactly what changed, why it matters, and the simple steps you can take to protect yourself.
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Which retirement plan is best for a self-employed owner: SEP, SIMPLE, or Solo 401(k)?
- May 6, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
A practical guide to using a SEP IRA, SIMPLE IRA, or solo 401(k) strategically, covering contribution limits, deadlines, employee rules, tax planning, and when each plan makes the most sense.
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Filed an extension? How to use the time between now and October 15th
- April 29, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
Filing a tax extension buys you time, but only if you use it wisely. From revisiting your April payment estimate to gathering missing documents and staying on top of current-year obligations, the months between now and October 15th are a valuable planning window. Read on to learn how to make the most of your extension and avoid a costly repeat of the same tax challenges next year.
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When unequal cash creates unequal risk: disproportionate distributions in S-corps
- April 15, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
Disproportionate distributions in S corporations can trigger unintended tax consequences and even loss of S status. Learn where the risks arise and how strategic planning can preserve compliance while achieving unequal economic outcomes.
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Living trust myths vs. reality: what a revocable trust really does
- April 7, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
Revocable living trusts are widely used and widely misunderstood. This article explains what revocable trusts actually do, what they don’t do, and why proper design, funding, and coordination matter. Understanding these nuances can help prevent surprises and improve estate planning outcomes.
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A smarter way to manage your taxes: inside the IRS online account
- April 2, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
The IRS Individual Online Account gives taxpayers secure, year-round access to tax records, balances, payments, and official notices all in one place. Read on to discover how this powerful tool works and how it can make staying on top of your taxes easier than ever.
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Why estate taxes aren’t the only inheritance-related costs to consider
- March 18, 2026
- Posted by: Cummings, Keegan & Co
- Category: Article
Estate planning discussions often focus on the federal estate tax exemption, but most families face different challenges when transferring wealth. Probate fees, state-level taxes, capital gains exposure, and administrative complexity can all erode inheritances – even for estates well below the federal threshold. A comprehensive estate plan addresses these hidden costs, not just headline tax numbers.
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