We call ourselves The Pride:  

Founded in 1907, Trinity-Pawling School is an all-boys college preparatory school located in Pawling, New York (60 miles north of NYC). With an alumni network 4,000 strong, we’re proud of each other and the goals we are working toward, independently and collectively. Our students are from all across the nation and the world. We are a community that values and inspires leaders, friends, athletes, and global citizens. 

From a working farm to maker spaces, mountain bike trails to a pond house classroom, our students embrace the natural world and learn from experience. In addition, Trinity-Pawling is a member of the Founders League, nationally recognized as one of the country’s most competitive and respected secondary school athletic leagues. The School recently launched a bold strategic vision for the future. The Advancement Office will play a significant role in supporting implementation of the vision. Currently, we are seeking a Major Gifts/Advancement Officer to join the Advancement team. 

How You Will Help the School:

The Major Gifts/Advancement Officer works closely with Advancement and Trinity-Pawling School leadership to develop and implement a comprehensive major gifts strategy, in support of Trinity-Pawling School’s mission, vision, and strategic goals.

What You Will Be Doing:

• Identify, research, qualify, cultivate, solicit, and steward current and prospective donors of major/leadership gifts, planned gifts, endowment, capital, annual fund, integrated gifts, and future campaign/transformational gifts and pledges through fundraising best practices and strategies.
• Maintain and increase donor engagement, and secure major gifts through personalized correspondence, in-person visits and events, telephone/video calls, concept briefs, proposals, presentations, and/or other relationship-building methods.
• Manage a portfolio of prospects including alumni, parents, family members, community members, and other stakeholders of the School.
• Work cross-departmentally to support donor cultivation, solicitation, stewardship, and project creation/implementation.
• Strategically plan and forecast fundraising revenue in collaboration with Advancement leadership.
• Establish clear metrics for success, track progress, and adjust strategy as required to ensure goals are achieved or exceeded.
• Develop personal mastery by participating in professional development, reading professional publications, and networking to incorporate best practices and innovative fundraising strategies.
• Promote the interest of students by being a good role model, establishing and reinforcing clear boundaries and guidelines, encouraging students’ autonomy and independence, inspiring a culture of philanthropy, and acting in a transparent manner.
• Perform other duties as may be required.

You will immediately be able to make an impact if you have successfully managed a major gift portfolio securing 6+ figure gifts and planned gifts and are a strategic thinker, adept at crafting the case for support, and skilled at project management. 

And you have:    

• A Bachelor’s degree.
• a track record of assuming progressive responsibilities as a frontline fundraising in a non-profit organization. (An added plus would include prior experience working within independent schools/higher education.)
• A record of sustaining strong relationships with individual donors, gaining their trust while building deep partnerships with the organization and its representatives.
• An unwavering commitment to reaching goals.
• Excellent writing, proofreading, and communications skills, and meticulous attention to detail
• Social skills, a sense of humor, flexibility, dependability, high energy, creativity, entrepreneurialism, self-motivation, sound judgment, high ethical standards, collegiality, and the ability to work effectively with a team.

And you can:

• Find creative solutions to challenges and take initiative.
• Leverage technology by extracting data to create documents, spreadsheets, presentations, and reports using software such as Microsoft Suite, Google Suite, Raiser’s Edge, etc.
• Participate in evening and weekend activities, receptions, special events, and travel as needed.
• Meet the physical demands, which include sitting for prolonged periods at a desk or computer workstation, using repetitive arm, hand, and finger movements traveling on uneven terrain, climbing/descending stairs/standing for long periods and carrying up to 50 pounds.

Why you will like working here: 

• You can make a direct impact on the lives of students.  
• You will join a community that values and inspires leaders, friends, and global citizens. 
• Medical, Dental, Retirement, Life Insurance Benefits (to name just a few).
• Paid Time Off & Summer Hours.
• Beautiful Campus. 
• Access to our state of the art Field House (Weights, Cardio Room, etc.), hiking/biking trails, and pond. 
• At Trinity-Pawling, you will be on top of the world!

Unless otherwise prohibited by law, prior to your first day of employment, you must be fully vaccinated against Covid-19. The School, it its sole discretion, may also require, prior to, or any time during the employment period, you to obtain additional Covid-19 vaccinators and /or to become fully vaccinated against influenza.