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The Development Debrief

The Development Debrief

Hosted by Kathryn Van Sickle

Episodes

182

Latest episode

May 2026

Language

EN-US

About the show

Podcast by Kathryn Van Sickle *The views on this podcast are my own and do not reflect the views of my employer.

Listen to episodes

60 recent
June 16, 202638 min

177. Jim Kenny: Making Moves

This week, I sit down with my colleague Jim Kenny, Assistant Vice President for Development, Schools and Units at Yale, to explore his career journey and the lessons he's learned along the way. In an open and candid conversation, Jim shares his insights on career growth, recognizing when it's time for a change, and positioning yourself for success. Tune in for practical advice and thoughtful reflections on navigating your own professional path.

May 6, 202640 min

176. Wendy Connors: CDO to CEO

I’m back after my wedding and honeymoon in March—and I’m coming in with a renewed mindset.One thing it reminded me of was how much I get out of this show. This podcast has always been about three things: gaining understanding, building community, and elevating voices in our field. I hope that experience is mirrored for all of you.This week, Wendy Connors talks with me about her professional journey and her shift from CDO to CEO—and the different levels of stress that come with it.What it means to work differently.What real work-life balance actually looks like. How to recognize good work. What happens when your database grows fast—and expectations grow even faster.Wendy Connors is the President of the Fannie and John Hertz Foundation. She is a passionate leader and advocate for science, technology, and education. As president of the Hertz Foundation, she leads the nation’s most prestigious doctoral fellowship in applied science, engineering, and mathematics equipping exceptional students with unparalleled resources and lifelong support.

February 4, 202643 min

175. Sustaining Your Journey: Sarah Bell

For the third and final episode of the "Sustaining Your Journey" series, I’m joined by Sarah Bell — Director of Principal Giftsat Harvard Business School. Sarah has spent nearly two decades at Harvard, including 19 years at Harvard Law School, building a career rooted in connection and purpose.Sarah reflects on dedicating 19 years to one shop and all of the growth that took place during that chapter of her life. In our conversation, we talk about what happens when your work becomes part of your identity — and how hard it can be to separate who you are from what you do. Sarah opens up about learning to love her work without letting it define her.

January 27, 202628 min

174. Sustaining Your Journey: Tommy Bergstrom

In this second episode of Sustaining Your Journey, we’re exploring what it means to take a nonlinear path — to start differently, not over. Tommy Bergstrom serves as Senior Associate Director of Leadership Annual Gifts with The Penn Fund, where he’s building new pipelines for engagement andphilanthropy. His career began in admissions, and his transition into development offers a look at how growth often means shifting your sphere of influence — and learning new cultural norms along the way.Tommy shares the challenges and wins of his career pivot, what it means to build something new from the inside, and how leadership can look different at every stage.Previously, he served as Director of Visit Experience with Penn Admissions. He holds a B.A. from Franklin & Marshall College and an M.S. in Nonprofit Leadership from Penn’s School of Social Policy and Practice. Tommy volunteers with both his undergraduate and graduate schools, as well as with HeightsPhiladelphia.

January 9, 202646 min

173. Sustaining Your Journey: Boi Carpenter

Welcome to 2026 with the Development Debrief. This month is a time for inner work—we are lucky to have a guest this week who is both wise and smart. This episode is about creating and building along the way. About the chapters in life we only understand in hindsight. About uncertainty, perfection, and the internal data we’reconstantly managing—often without realizing it. Boi will explore ideas like emotional regulation, immunity to change, and self-guided retreats—simple frameworks that help us stay present when life feels unclear.Throughout January, this podcast unfolds as a three-part series that I am calling "Sustaining Your Journey", with two other guests in addition to Boi who will share their own perspectives.I can’t wait to hear what you all think.

December 9, 20255 min

172. Solo Episode: Recalibrating Mid-career

In this episode, I read an article I wrote for LinkedIn that explores some of the conversations I've had recently with friends and colleagues. I'm asking the questions like around mid-career crossroads and how we decide if and when we are happy. This is the first episode in a series where I will bring guests to talk with me about this very topic.

November 6, 202545 min

171. Boyden with Texas A&M: What we Celebrate and what we Tolerate

Welcome to this Development Debrief episode sponsored by Boyden Executive Search.In this episode, we’re talking with the Texas A&M Foundation about how their culture work is transforming the way they recruit, retain, and grow talented staff. Our guests are Jill Trego and Chastity Carrigan with Texas A&M, and Wendy Wilsker with Boyden. We’ll unpack what they celebrate and what they tolerate, and how their values guide them when things get hard. You’ll also hear how they help outsiders understand their culture, and what it means to live their “why” — unapologetically and authentically.Let’s dive in.

October 30, 202536 min

170. David Kennedy: Strategic Realignment

In this episode, we sit down with David Kennedy, Vice President for Alumni Engagement and Development at Duke University—a leader who’s navigated some of the toughest questions in higher education today. We talk about his career, why Duke's current campaign has no dollar goal, and how they have managed making 20% cuts. David explains his north star phrase which is: our job is to fulfill the mission.In unprecedented times, when every institution is being asked to do more with less, David shares how strategic realignment is both a financial exercise and a leadership one.We also touch on how we can develop the skills we’ll need to meet the challenges ahead. It’s a conversation about the craft of leading through change.

October 9, 202551 min

169. Joanne Berger-Sweeney: Trinity's All In Campaign

This episode is a deeply personal one. I’m honored tosit down with the 22nd President of Trinity College, JoanneBerger-Sweeney, to reflect on her remarkable leadership and the impact of the All In campaign—the most ambitious fundraising effort in the college’s history. Despite serious headwinds, All In achieved extraordinary success, thanks to Joanne’s steady vision, the dedication of Trinity’s trustees, and the commitment of the entire community. In our conversation,Joanne shares stories of perseverance, moments of light through tragedy, and what it means to work with purpose until the very last day. This episode is dedicated in loving memory to Michael Casey.

September 25, 202547 min

168. Adrian Colarusso: What is your wealth's Highest Purpose?

What is your wealth's highest purpose? In this episode, we explore that question with a professional wealth advisor who is passionate about helping millennials use their resources to create real impact. We’ll dive into donor-advised funds—are you using one?—and why they matter for high-income, mid-career millennials.You’ll hear how the bunching strategy works, and a special story about his son shaped his personal giving plan.This is a conversation about aligning strategy with purpose—and why the way you give can matter as much as what you give. Adrian Colarusso is an investment adviser representative of Target Rock Wealth Management, a Registered Investment Adviser with the Securities and Exchange Commission andprincipally located in the state of New York. Registration as an investment adviser is not an endorsement of the firm by securities regulators and does not mean the adviser has achieved a specific level of skill or ability. Advisory services are only offered to clients or prospective clients where Target RockWealth Management and its representatives are properly registered or exempt from registration. This podcast is for informational purposes only and does not constitute individualized advice or a guarantee that you will achieve a desired result. You should consult with appropriate tax and/or financial advisors for advice specific to your situation. All expressions of opinion reflect the judgment of interviewee on the date of the program and are subject to change.

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