The Art Of The Ask

The Art of The Ask is the most comprehensive training program designed to teach each participant the art of making the ask. You will learn how to create meaningful conversations with prospects and how to thoughtfully lead them towards your CTA (call to action).

Master teachers Jay and Keith will reveal their secrets for connecting with others through carefully created scripts that have already helped organizations raise over $500 million. The fundraising language you will receive was created from 25 years of front-line fundraising experience. This proven model has increased major gifts at some organizations by 700%. 

A high impact day and a half that will accelerate your fundraising

Get your team, leadership and key board members on the same page. When everyone knows what the "moment" requires, all the planning just falls into place. 

The Art Of The Ask Overview

The conference is a day and a half long. Day 1 is focused on leadership level annual gifts. Day 2 is a half day that is designed for senior leadership and appropriate board members or other key volunteers. The focus on day 2 is managing and the purpose of discovery conversations with transformational prospects,  and how to design and execute 7&8 figure solicitations.


Details can be seen in the agenda below. Times are EST


Day 1

9am - 5pm

Day 2

8:30am - 12:30pm

Our Conferences


September 29 & 30 

Team admission: 10 seats


September 29 & 30

Individual attendee


November 17 & 18 

Team admission: 10 seats


November 17 & 18

Individual attendee


Current 2022 Schedule

February 16 & 17

Team admission: 10 seats


February 16 & 17

Individual attendee


"This training helped us move from a $2 million dollar capital campaign to one that was $40 million. I felt fully prepared to have the critical conversations with our prospects. 20X growth!"

Steve Wilkins

Head of School

The Carroll School

"This is an immersive, fundraising, experiential event that I can say changed my course in how I interact with donors. It is the best professional development experience in my career."

Melanie Buhrmaster

Vice President, Development

Smile Train

"Jay's trainings are the best in the business. Creative, thoughtful, donor-driven, and best of all, provide an easy, common-sense approach to making the ask."

Michael Barret Jones

Major Gifts Officer

Stonewall Community Foundation

Join hundreds of professionals and volunteer leaders who have attended The Art of The Ask

This unique day and a half training provides the most relevant and comprehensive tool box available on the market today. This is for any organization looking to take their efforts to the next level.

Meet Our Speakers

Industry thought leaders and master teachers of the Art Of The Ask. 

Jay Goulart


Big Philanthropy

Globally recognized as a leader in designing and making the transformational ask. A CASE Crystal recipient for teaching excellence. 

Keith Barrett

Director of Development

Proctor Academy

Keith is a master at teaching how to make the ask and also instill real confidence in each participant to execute the critical conversation. 

Tampa, FL


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