Some of the Best Advice Came from the People I Was Supposed to Be Advising

by
Stephen L. Smith
Start
End
Thursday, October 22, 2026

Some of the Best Advice Came from the People I Was Supposed to Be Advising

Stephen L. Smith
Senior Advisor

A few days ago, I was thinking about how my nonprofit counsel has been impacted by many people throughout the course of my career.

I have worked as an attorney, in financial services as the head of a retail division and in wealth management and trust administration for high-net-worth clients, and alongside nonprofit leaders and boards. While much of my work has involved advising others, I have learned a great deal from the people I was supposed to be advising. Colleagues, friends, and family have contributed their share, too.

A few of those lessons came to mind.

Listen before you solve

During my time at National City Bank (now PNC), we could become very focused on helping clients save on estate taxes. We knew the strategies and wanted to put them to work. Sometimes, though, we were developing a solution before finding out what was important to the client.

Saving estate taxes might have been our priority. The client, on the other hand, was often more concerned about their legacy: how they would be remembered, how an inheritance would affect their children or what they could accomplish by supporting a charitable organization.

The lesson was fairly simple: knowing what to recommend starts with understanding what matters to the person asking for your advice.

This applies to nonprofit work as well. Before helping a board or executive director solve a problem, I need to spend enough time listening to understand what they are trying to accomplish and what is getting in their way.

Get to know the person behind the numbers

I once received a concerned call from a client who was a multi-millionaire.  She wanted to know whether she could afford to give $3,000 to a nonprofit.

Looking at her assets and net worth, the answer seemed obvious. But understanding her question required knowing more about her than her net worth. A person’s history and experiences with money can influence decisions long after their financial circumstances have changed.

I think about that when working with nonprofits on donor relationships. Knowing someone’s capacity to give is useful. Knowing what concerns them, what motivates them, and what makes them comfortable giving is just as useful. That takes conversation and time.

Giving is personal

My experience in wealth management taught me that people often look at charitable contributions completely differently from investments.

Nonprofits should be able to explain how they use their resources and what their work accomplishes. But the return-on-investment approach that might appeal to an investor does not necessarily compel a donor to give. A personal connection, a meaningful experience, or confidence in the organization’s leadership may have more influence.

Donors also appreciate recognition. They notice whether we acknowledge their gifts, and some compare how we recognize their support with how we recognize others. We need to pay attention to what makes each donor feel appreciated.

At National City Bank, we used client segmentation. We grouped clients according to their wealth, and the wealthiest clients received the “best” customer service, including more attention and access.

I understand the need to allocate limited time and resources. But I also think there is a lesson here for nonprofits. We do not always know which donor might become a major donor. If we give someone little attention because their current gift is small, we may never learn much about their interests or potential. How we treat people helps determine whether the relationship grows.

Don’t make lasting decisions in a temporary mood

A client named Wally would call me every six months or so wanting to change his estate plan because he was mad at his children.

Whatever had happened, he was ready to respond by changing who would receive what when he died. Those calls taught me something about the importance of slowing down before making a consequential decision.

His frustration might have been understandable. But an estate plan deserved consideration beyond how he felt about his children on that particular day.

I have thought about Wally when a board is upset with an executive director or a leader is frustrated with an employee. There may be a real issue that needs attention. Still, it helps to take a little time, understand the facts and consider whether the response will make sense after the anger has passed.

Sometimes the most useful thing an advisor can do is help someone pause.

Make room for what you haven’t considered

A dear friend named Darren is a founder and funder of a number of nonprofits.   He passionately gave me this sage advice one day; “they don’t know what they don’t know.”

It is an observation I have found useful in my work. A board member or executive director may be making the best decision they can with the information and experience they have. They may not realize there is another option, a question they should ask or a consequence they need to consider.   Marching forward confidently, oblivious to one’s blind spots is a recipe for disaster.  

That puts some responsibility on those of us providing counsel. We cannot assume people know something simply because it is familiar to us. We need to explain why it matters and give them room to ask questions.

It also applies to me. Experience is helpful, but it does not mean I have seen every situation or understand every organization. Darren’s point reminds me to stay curious and be willing to learn before offering an answer.

Be fully you

Finally, my wife Wendi has offered advice that I have used in both my personal and professional life: “You don’t stop being who you are because of who they are.” It is easy to let someone else’s behavior influence how we respond. If they are dismissive, difficult or unkind, we may feel justified in responding the same way. Wendi’s advice reminds me that I still get to choose my response. I can be firm, disagree or set a boundary and still conduct myself in a way I feel good about afterward.

In Summation

Listen before you solve….Get to know the person behind the numbers……Giving is personal…….Don’t make lasting decisions in a temporary mood…….Make room for what you haven’t considered and don’t stop being who you are because of who they are. These insights can all be applied to creating a meaningful and healthy relationship for both the client and consultant.  It all starts with being humble enough to learn from individuals you advise.  

‍

Next>
Some of the Best Advice Came from the People I Was Supposed to Be Advising
Next>
Next Level: Ready or Not, Here We Grow
Next>
Across State Lines What Funders Are Seeing, Prioritizing and Funding Right Now
Next>
Building Ponds: Lessons from a Few Dump Trucks and Four Funders
Next>
We Are Not the Sector You Turn to Last
Next>
Succession Planning is the Beginning, not the End. Who Will Lead Next?
Next>
Responding to Adversity with Resilience and Creativity
Next>
When a Doctor’s Best Prescription Is… a ‘Legal Aid’ Lawyer
Next>
Are you ready for it?
Next>
The Story the Headlines Miss
Next>
The Funding Landscape Is Shifting. Is Your Revenue Model?
Next>
Does Your Organization Need To Enter Concussion Protocol?
Next>
It Doesn’t Have to Fail to End
Next>
Strong Relationships Don't Happen by Accident
Next>
The Art of the Interim: Five Lessons for the "In-Between" of Leadership Transitions
Next>
Are You Ready to Be an Interim Executive?
Next>
Season by Season: How Interim CFO Leadership Strengthens the Nonprofit Audit Cycle
Next>
Trust Your Gut
Next>
The Ted and Beard Effect: Why Great Fundraising Starts with Great Leadership Partnerships
Next>
Why So Serious? Lessons Learned About Levity
Next>
What Is a Manager's Job, Really?
Next>
Dear Board Chair: Are You Ready for Your Next Leader?
Next>
Strong Boards Check-In on Themselves
Next>
Using the 70/30 Rule: AI in the Nonprofit Sector
Next>
The Last Trip
Next>
When a Partnership Becomes a Shared Mission
Next>
Your Mission Needs You Rested
Next>
The Stories You’re Not Telling May Be Holding Your Mission Back
Next>
Long Live: Building Nonprofits That Outlast Their Leaders
Next>
Are We Built for This?
Next>
Beyond the Transaction: Fundraising and the Relationship Economy
Next>
We Are Armstrong McGuire
Next>
Why Nonprofit Leaders Don’t Have to Do This Alone
Next>
April Showers Bring May Flowers
Next>
Why Hiring an Interim CFO Could Be a Smart Move for Your Nonprofit
Next>
The Campaign Myth: Capital Campaigns Aren’t Really About Buildings
Next>
Philanthropy Is Getting Closer to the Community
Next>
Making Room for the Aha! Moment
Next>
Measuring Performance
Next>
Can You Say No?
Next>
Become a Philanthropist
Next>
A Village of One
Next>
“You Can’t Be Good At Everything”
Next>
“Will” Power for the New Year
Next>
“So, Tell Me About Yourself”…How to Ensure You Move to the Next Step in the Interview Process
Next>
“55 Saves Lives”
Next>
“I’ve never been a natural, all I do is try, try, try.”
Next>
“Fun with Board and Org”
Next>
Who is Your Leprechaun?
Next>
Ziplining or Hang Gliding - What Fundraising Adventure Will You Choose?
Next>
You’ve Hired A New Employee Virtually (Or Are About To) – Now What?
Next>
You’re Invited!
Next>
Your Vibe Attracts Your Tribe
Next>
Your Path to Nonprofit Leadership Podcast Features AM Partner David Harris
Next>
Your Next Hire: A Strategic Investment
Next>
You Have A Strategic Plan. Now What?
Next>
You don't choose a life, you live one.
Next>
Writer’s Block: The Nonprofit Equivalent
Next>
Yes... and...
Next>
Yeah…If You Could Come To My Leadership Meeting, That’d Be Great.
Next>
Working From Home: A Lesson We Can't Unlearn
Next>
Winning the Lottery
Next>
Will our good fortune help or hurt the less fortunate?
Next>
Williams Named Managing Director of Armstrong McGuire
Next>
Why Sustainable Leadership Requires an Intentional Pause
Next>
Why Small Teams Work
Next>
Why I Need a Vacation
Next>
Who...are you…who, who, who, who…???
Next>
Who Did that Search?
Next>
Where's My Next Leader?
Next>
Where Do We Go From Here?
Next>
When you hit a hard spot.
Next>
Where are our Volunteers?
Next>
When the interim executive gig goes long…
Next>
When Stewardship Requires Sensitivity: Reflections on Aging Donors and Ethical Fundraising
Next>
When a Conversation Takes a Serious Turn
Next>
When Everything is Changing
Next>
What’s Your Why?
Next>
When Crisis Comes with the Territory
Next>
What's Your Giving Plan?
Next>
What Instrument Do You Play?
Next>
What you can control…
Next>
What nonprofits can learn from Donald Trump and Hillary Clinton
Next>
What is it About Pope Francis?
Next>
What is Your Organization’s Rating & Why Does It Matter?
Next>
What if Fundraising was an Olympic Sport?
Next>
What Nonprofit Leaders can Learn from a Brick
Next>
What Matters More - Donations or Donors?
Next>
What Makes a Successful Interim Executive? Lessons From My First Year Supporting Interim Leadership
Next>
What I Learned from a Box of Thank You Notes
Next>
What Is Needed Now
Next>
What Is A Campaign Cabinet (and Do I Need One?)
Next>
What I have learned over the past 6 years…
Next>
What Happens When You Fail
Next>
What Got Us Here Will Not Get Us There
Next>
What Good Is It If You Don’t Use It?
Next>
What Do the Olympics and Nonprofit Collaboration Have in Common?
Next>
What Comes Before Mission and Vision?
Next>
What Can We Learn From World Cup Fever?
Next>
We’re Number Three!
Read More from
Stephen L. Smith
Senior Advisor
View Profile
Dear Board Chair: Are You Ready for Your Next Leader?
Wednesday, July 8, 2026

When a leadership transition occurs, boards naturally focus on who comes next. That is understandable. The position is vacant. Stakeholders are asking questions. Staff members are looking for reassurance. Donors want confidence...

Read the  Article
Who...are you…who, who, who, who…???
Thursday, October 30, 2025

Although it was many years ago, I remember this like it was just yesterday and this song by the band The Who encapsules the thought of identity.

Read the  Article
Optimism in the Face of Uncertainty
Wednesday, April 23, 2025

I love this time of year. The sun feels warmer, the flowers are blooming, and the days are getting longer.

Read the  Article
Blind Spots
Wednesday, October 30, 2024

We all have blind spots—things we just don’t see.

Read the  Article
CICADAS and NONPROFITS
Wednesday, May 15, 2024

I am not sure where you might be reading this but, in the Carolinas, these cicadas seem to be everywhere.

Read the  Article
I AM

Staying Connected

Complete the form below to receive the latest updates, events, and insights.

*

indicates required

() -(###) ###-####
I AM

Ready to Partner

Curious about how we might work together or want to start a conversation? Share a few details using the form below.
Contact Us