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The IRA Charitable Rollover provides you with an excellent opportunity to make a gift during your lifetime from an asset that would be subject to multiple levels of taxation if it remained in your taxable estate.

And, an IRA charitable distribution is a terrific way to make a gift to Trinity-Pawling School. If you are 70½ years or older, any amount up to $100,000 can be distributed tax-free from your Individual Retirement Account (IRA). If you make your gift by or before December 31, the amount of your gift can count toward your required minimum distribution (RMD) this year.



You must be 70½ or older at the time of distribution.



You may distribute any amount up to $100,000 in a calendar year to Trinity-Pawling.



Your IRA administrator must make the distribution directly to the Trinity-Pawling, or you may write a check payable to Trinity-Pawling from your IRA checkbook. For a sample letter of instruction to your IRA administrator requesting a distribution to Trinity-Pawling click here.


Please note: Certain restrictions apply and requirements* must be followed when making this type of gift. If you have questions, please contacy Colleen Dealy by phone 845-855-4831 or email  Before proceeding, you should also consult with your tax advisor to discuss your particular situation including any impact of your state’s tax laws.

Transfers must be made directly from a traditional IRA account to Trinity-Pawling School. Funds that are withdrawn by you and then contributed will not qualify. 


Benefits of an IRA Charitable Distribution Gift

  • Gifts can satisfy your RMD without increasing your income taxes.
  • You won’t pay taxes on your IRA withdrawal when gifted to Trinity-Pawling.
  • IRA Charitable Rollover Gifts count toward your minimum distribution for gifts up to $100,000.
  • If you make a gift to Trinity-Pawling from your IRA you may direct it towards the area of the School that means the most to you.

How do I know if an IRA Charitable Rollover is right for me?

  • You do not need the additional income necessitated by your minimum required distribution, - or -
  • Your charitable gifts already equal 50% of your adjusted gross income, so you do not benefit from an income tax charitable deduction for additional gifts, - or -
  • You do not itemize deductions, - or -
  • You are subject to income phase-outs on your income tax deductions.

A Commitment to Character

As we prepare young men for the world beyond Trinity-Pawling, we seek to convey this fundamental lesson: Character is the single most influential force to propel us forward - whether academically, physically, socially, or spiritually.

Trinity-Pawling has so much to offer!

Check out everything you can do and be in the pages on our site.  And if you'd like to contact us, we'd be happy to hear from you.  You can reach the admission office at 845-855-4825 or by email at

Not Just In the Classroom

What makes Trinity-Pawling unique? The Effort System is at the heart of everything we do.

The Pride

At Trinity-Pawling, every boy is a three-season athlete.  Whether he is learning the basics or has been excelling for years, he is part of the School's century-old athletic tradition.  T-P competes in the Founders' League, a highly competitive arena showcasing some of the nation's best prep school talent. T-P offers 13 interscholastic sports with 30 teams.

We're Seriously Creative

The Arts are an integral part of every Trinity-Pawling student's education. Whether they wish to develop existing talents or experiment with an entirely new form of expression, each student will have at least one year of music, theater, visual art or art history.


As a parent or guardian of a Trinity-Pawling student, you are a welcome member of the community. Your involvement through event attendance, participation in the Parents' Association, or simply staying connected is appreciated.

This could be you!

Over 100 years ago, Frederick Luther Gamage, Trinity-Pawling's Founding Headmaster, said, "Whether a boy succeeds or fails in the first instance at everything he tries is irrelevant.  The only boy who truly fails is the boy who fails to try."  Today, a century later, 315 boys live learn and grow together in an environment that fosters commitment, effort and character across the board.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

Stay Connected!

Trinity-Pawling has a rich tradition of alumni connectivity. We want you to participate in the life and vitality of the School. Through this engagement, alumni will help Trinity-Pawling propel forward.

As a convenience, Trinity-Pawling School links to Google Translation which provides an automated translation of our website. The tool is not perfect, and the context of the copy may not be precise when it is translated. As a result, sometimes the translation may lose some of its intended meaning. Therefore, Trinity-Pawling School cannot guarantee the accuracy of the converted text. Where there is any question, the English version is always the authoritative version of the website.

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