How CEO Chris Hessler Thinks

The Philosophy Behind The Advisory Bench

"The first thing I hear from CEOs is, 'Boy, I wish I'd done this two years ago.'"

When I first meet with a CEO, I'm usually not focused on financial statements or organizational charts. I'm listening for recurring challenges, stalled decisions, and the problems that keep showing up over and over again. Those patterns often reveal where the right advisor can have the greatest impact.

1

Better Perspective Creates Better Decisions

I've spent years working with CEOs and business leaders, and I've come to believe that most business problems aren't caused by a lack of intelligence, effort, or ambition. More often, they're caused by limited perspective. Sometimes the right conversation with the right person can completely change the direction of a company.

2

Growth Changes the Job

What gets a business from $1 million to $5 million in revenue often won't get it to $25 million. As companies grow, the challenges become more complex, and leaders need access to new experiences, different viewpoints, and expertise they haven't needed before.

3

Hard Work Has Limits

I'm a big believer in hard work, but there comes a point where simply working longer hours stops producing better outcomes. Sustainable growth comes from making better decisions, not just working harder. That's where the right advisors can make a tremendous difference.

4

Advisory Benches Matter

The best Advisory Benches aren't there to tell you what you want to hear. They're there to challenge assumptions, pressure-test ideas, and help you see opportunities and risks you might otherwise miss. Good advisors bring clarity, not validation.

5

Leadership Isn't a Solo Sport

The strongest CEOs I've worked with don't pretend to have all the answers. They intentionally surround themselves with people who have faced challenges they've never encountered and solved problems they've never had to solve.

6

Hiring Starts Before Recruiting

Long gone are the days when everyone who worked at a company was a full time W2 employee. There are contractors, part-timers, project experts, fractional employees, and agencies. The problem is that the talent market is structured into silos where recruiting companies focus on just one type of talent. CEO's need a fast and effective one-stop shop where the hiring choice is built on their unique needs.

On My Mind:

Insights from CEO Chris Hessler

10/27 Webinar: Did I Offend You?

I guarantee you’ll want to steal at least one of these. My webinar “Did I Offend You?” is a collection of lessons I’ve learned the practical way: by building companies, winning and losing business, pursuing one customer for four years before turning it into a multimillion-dollar account and occasionally refusing to take the hint. You’ll…

When They’re Buying, Stop Talking

Three closing mistakes that happen after the buyer is already ready.

When All Else Fails, Use A Stamp

What to do when the buyer may be right, but the normal channels are not working.

Around The Rim

How to Stay Close to an Opportunity Without Chasing It Into the Ground

Every Day Is Your Selling Season

Why Consistent Selling Builds a Healthier Pipeline Before You Need It

The Advisory Bench Playbook

Five Steps to Unleashing a Secret Revenue Generation Tool

They Didn’t Take The Meeting For Fun

How to Turn the First Sales Meeting Into a Better Conversation and a Clear Next Step

Make The First Ask Easy

How To Earn The First Conversation Without Making The Buyer Do Too Much Work

Why Aren’t They Buying?

Five Signals That Selling Harder Isn’t The Solution

Are You The Bottleneck?

How to Stop Being the Person Every Decision Waits On

Filling Your Talent Gap

Don’t Hire the Title. Solve the Constraint.

My Origin Story and How The Advisory Bench Came About

The Secret Growth Lever Most CEOs Overlook

Don’t Call My Baby Ugly

CEO Feedback & Advisory Boards

Don’t Make Up Your Buyers Mind For Them

Better Business Decisions Start with Better Questions

Common Questions Answered.