Charitable Giving Strategies

You love making a difference in the world by supporting good causes… And saving a little bit on your taxes is a nice kickback when you do.

Giving Tuesday and the holiday season are just a few great opportunities to set aside charitable donations which translate to deductions you can take at filing time. 

Although the 2017 Tax Cuts and Jobs Act charitable giving deductions more difficult to take advantage of, there are workaround options… donor-advised funds and bunching gifts among them. 

And, ultimately, giving to charity is a great way to connect with your community, build your network, and boost company culture.

Some charitable giving strategies we can help you implement to reduce your tax burden include…

Donating stocks, bonds, or other appreciated securities

Making a qualified charitable donation (QCD) from an IRA

Bunching your charitable gifts into one tax year

Using a donor-advised fund

Giving through your will, trust, or retirement plan

Setting up a charitable remainder trust or charitable lead trust

End of year is, understandably, the most popular time to give. However, charitable giving strategies such as these can maximize your tax savings and the impact of your gifts all year round. When it comes to charitable donations, both the method and timing are important. 

Ask to speak with one of our tax specialists to make a plan for your charitable contributions.

How to Choose Payroll Software for Your Boston, MA Small Business

 Key TakeawaysThe best payroll software for a small business is the one that fits your worker mix, pay schedules, compliance needs, and how you expect the business to grow. At a minimum, your payroll system should automate calculations, support direct...

What Accounting Software Should I Use For My Boston, MA Business?

Key TakeawaysThe “best” accounting software is the one that matches your workflows, integrates cleanly with your other systems, and can grow with you. Integration quality matters more than feature quantity. If data doesn’t sync cleanly, your books won’t be...

How to Estimate Quarterly Tax Payments For Your Boston, MA Business

Key TakeawaysEstimated tax payments are required if you expect to owe at least $1,000 in federal tax after withholding and credits You generally must pay at least 90% of your current-year tax or 100% of last year’s tax (110% if last year’s AGI exceeded $150,000)...

The 5 Worst AI Mistakes Boston, MA Business Owners Should Avoid

 Key TakeawaysNever automate high-stakes customer interactions entirely. Use AI to handle data gathering, but ensure a human handles emotional or complex resolutions to protect your brand reputation. AI output is only as reliable as your input. Clean and...

What Smart Boston, MA Owners Do When Using AI for Small Business Growth

 Key Takeaways Small businesses often see faster financial returns from AI than large companies because they can change workflows quickly AI only works if you can tie it to measurable outcomes like cost savings, revenue growth, or capacity...

AI Productivity Hacks For Your Boston, MA Business

 Key TakeawaysAI provides the most immediate value when applied to existing business leaks like scheduling, invoicing, and slow customer response times Business owners can use AI as a high-speed data analyst to uncover profit margins, customer segments, and...

What’s My Boston, MA Partnership or S Corp Tax Filing Deadline?

 Key TakeawaysThe Partnership and S Corp tax filing deadline is Monday, March 16, 2026. These returns don’t calculate tax owed by the business. They generate Schedule K-1s for the owners. You cannot accurately file your personal return without your...

TurboTax vs Tax Preparer: How Should I File My Boston, MA Business Taxes?

 Key TakeawaysDIY tax software can work for very simple, low-income businesses, but it assumes you already know how to classify transactions and identify tax opportunities. A tax preparer makes sure expenses, credits, and entity decisions are handled legally...

What Do I Need to Bring To My Tax Appointment With My Boston, MA Accountant?

 Key Takeaways Personal and business identification details, including Social Security numbers and business IDs Complete income records Documentation that supports deductions, credits, and major purchases Proof of tax payments already made...

What’s The Last Date For Employers To Send Out W-2 Forms to Boston, MA Employees?

 Key TakeawaysW-2s and 1099-NECs must be sent to workers by February 2, 2026 (for the 2025 tax year). Those same forms must also be filed with the government by February 2, 2026, whether you file electronically or on paper. If you file 10 or more total...

Ready to come in for an appointment?

Click here to schedule a time to meet with us. We will NOT make dealing with a tax professional as painful as it’s been in the past!