Jesson, Oslin & Associates, LLP

Jesson, Oslin & Associates, LLP When it comes to partner attention, we do what other firms only talk about. We've built our firm suc

Artificial intelligence (AI) is changing how almost everything is done, including how fraud is committed. For example, a...
05/08/2026

Artificial intelligence (AI) is changing how almost everything is done, including how fraud is committed. For example, a scammer might use AI to generate “deepfake” voices or “spoof” caller ID information to impersonate IRS agents. AI also makes it easier for perpetrators to establish robocall networks. (The IRS always stresses that it will contact taxpayers via U.S. mail about any tax issues. It won’t leave urgent voice messages or threaten arrest.) Fraud aside, the IRS warns against relying on AI-generated responses to complex tax questions. Be sure to verify AI answers by reviewing IRS instructions and crunching any numbers yourself. Better yet, call us at (617) 698-3950 for assistance.

Imagine if a fraud perpetrator wiped out your 401(k) account balance overnight. Would you still be able to retire? Milli...
05/06/2026

Imagine if a fraud perpetrator wiped out your 401(k) account balance overnight. Would you still be able to retire? Millions of dollars in U.S. retirement plans have been stolen thanks to hackers, identity thieves and social engineers, such as scammers using phishing emails to obtain financial and other personal information. But you can protect your hard-earned savings! Call us (617) 698-3950 for retirement planning help.

Holding real estate within your operating company may lead to unfavorable tax outcomes and increased risk. For example, ...
05/05/2026

Holding real estate within your operating company may lead to unfavorable tax outcomes and increased risk. For example, office or warehouse space owned by a C corporation is generally subject to double taxation when it’s sold. Or, if a customer is injured on company property, other business assets could be at risk. Separating real estate into its own entity, such as a limited liability company or partnership, can help reduce your exposure and provide greater flexibility for long-term planning. Call us at (617) 698-3950 to review your business structure and determine the best fit for your situation.

It’s almost never too late to start planning for retirement. Whether you already have large 401(k) or IRA balances or ar...
05/04/2026

It’s almost never too late to start planning for retirement. Whether you already have large 401(k) or IRA balances or are starting from scratch, we can help craft a strategy that reflects your personal situation and addresses your goals. So start thinking about what’s important to you: Building a big nest egg, reducing income tax liability, something else … We’re here to help make it possible!

A temporary federal income tax deduction for interest on qualifying auto loans for 2025 through 2028 was created by the ...
05/01/2026

A temporary federal income tax deduction for interest on qualifying auto loans for 2025 through 2028 was created by the One Big Beautiful Bill Act. The write-off, available even if you don’t itemize, is capped at $10,000 per tax return, subject to income-based phaseouts. It applies only to interest on first-lien loans to buy U.S.-assembled passenger vehicles for personal use. Leased, used and fleet vehicles are excluded. The IRS recently issued proposed regulations that clarify how the deduction works. For example, they address the “personal use” requirement. Contact us for details at (617) 698-3950.

Historical financial statements show where your business has been, but forecasts and projections help you plan where it’...
04/29/2026

Historical financial statements show where your business has been, but forecasts and projections help you plan where it’s going. These terms aren’t interchangeable. A forecast reflects management’s best estimates of future financial results based on expected conditions and planned actions. Some businesses may even share forecasts with their lenders and investors. By contrast, a projection explores hypothetical “what if” scenarios under alternative assumptions and can be particularly beneficial for internal planning and decision-making. Contact us at (617) 698-3950 to determine the right approach for your business needs.

Do you dream of retiring early? As in, really early? So do adherents of FIRE (Financial Independence, Retire Early). Man...
04/28/2026

Do you dream of retiring early? As in, really early? So do adherents of FIRE (Financial Independence, Retire Early). Many FIRE followers aim to retire in their 40s or even 30s! They make it happen by saving at least 50% of their current income, which some maximize by working second jobs. Obviously, this requires discipline and planning. But if early retirement is a priority, call us {Phone%} so we can help you make it happen.

In today’s uncertain markets, maintaining an adequate cash reserve provides much-needed financial stability for your bus...
04/27/2026

In today’s uncertain markets, maintaining an adequate cash reserve provides much-needed financial stability for your business. You can access these funds to meet seasonal needs, cover equipment breakdowns and other expenditures, and pursue growth opportunities. But excessive “rainy day” funds could be an inefficient use of capital. After determining your company’s optimal cash balance, consider repurposing any surplus. For example, you might use the excess funds to invest in short-term marketable securities or repay high-interest debt. We can help evaluate your working capital needs and strengthen your balance sheet. Call us at [%Phone] to discuss.

The IRS has launched a new “Report Fraud” webpage to simplify confidential reporting of suspected tax fraud or scams. It...
04/24/2026

The IRS has launched a new “Report Fraud” webpage to simplify confidential reporting of suspected tax fraud or scams. It consolidates multiple IRS fraud-reporting options into a single location, allowing taxpayers to report suspected scams, tax evasion or other tax-related misconduct in one place. This is the initial phase; the IRS plans to further streamline fraud reporting by reducing the number of forms, automating processes and adopting modern case‑management tools. We’re here if you have questions. Call us at (617) 698-3950.

F**A taxes on W-2 wages are split equally between employee and employer. For self-employment income, you pay both halves...
04/22/2026

F**A taxes on W-2 wages are split equally between employee and employer. For self-employment income, you pay both halves, but the “employer” half is deductible. If you own and work in a business structured as a partnership, the income passing through to you for income tax purposes generally is also subject to self-employment taxes, even if it isn’t distributed to you. If your income exceeds certain levels, you also could be subject to the 0.9% additional Medicare tax. Call us at (617) 698-3950 to review your situation.

Fringe benefits offer multiple business advantages. They can boost morale, attract and retain top talent, and qualify fo...
04/21/2026

Fringe benefits offer multiple business advantages. They can boost morale, attract and retain top talent, and qualify for potential tax breaks. That’s why it’s smart to review which ones you sponsor and what you may be missing. Of course, you don’t want to spend time and resources sponsoring benefits your employees don’t value. And you must follow specific rules and documentation requirements to be eligible for tax-advantaged treatment. Contact us at (617) 698-3950 for help choosing the right fringe benefits for your business and managing the tax impact.

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Milton, MA
02188

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Tuesday 8am - 5pm
Wednesday 8am - 5pm
Thursday 8am - 5pm
Friday 8am - 5pm

Telephone

+16176983950

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