Still Feeling Like Willy Loman? Here's How to Prevent Your Death as a Salesperson in a Digital World. Asking yourself these five questions will help you stay relevant in this modern age of sales and marketing.

By Brian Barquilla Edited by Dan Bova

Opinions expressed by Entrepreneur contributors are their own.

WikiMedia | Shutterstock | Enhanced by Entrepreneur

A business contact of mine emailed me recently and asked for my advice: "I'm a 50-something-year-old city president with a bank and I think I'm in trouble," he said. He went on to explain that the things he has always done to win business were not working anymore. Thousands of hours working his craft to become a crackerjack salesman weren't doing him any good now.

"What's going on? Is it the economy?" he asked.

These types of conversations come up more frequently now in my interactions. I believe we are in the midst of a revolution of sorts. To be a Willy Loman-type salesperson, with briefcase in hand, has stopped being effective. It was the company salesperson that used to be the primary educator of prospects as they worked through the buying process in days past. That's not so anymore.

Related: The 10 Laws of Sales Success

Prospects now begin their search for a solution to their problems online -- no longer by calling sales reps. The companies and individuals who provide those online answers are the ones in the driver's seat to win business relationships. They literally pull customers in by luring them with information on demand. It's a non-threatening and prospect-driven process. The prospects will self-determine how hot they are as leads.

You might be thinking, "Yeah yeah...that's not new information. The Internet has been around for decades now." The real question is this: How do you adapt if you are a seasoned salesperson? The good news is that the general skills you may have acquired from the old economy are not wasted -- it's just that the methods of communication and the ways you generate leads have changed.

So where do you start? Ask yourself these questions:

1. Do I really understand who my best possible customer is?

That may sound elementary, but I challenge you to think way deeper. What are the emotional triggers and motivations for someone to do business with you? Appeal to that.

2. Am I really an expert?

If you have all the knowledge you need locked up in your brain, you are doing yourself a disservice. Get that information out there so that your prospects can start to learn that you are the expert you say you are. Think content! Videos, white papers, ebooks, infographics, webinars -- you get the idea.

Related: Dialing for Dollars: Same Goal, Different Approach

3. Am I connected digitally?

It's time for a digital audit. Does your company have a website packed with useful information? Or is it still stuck in web 1.0 -- merely a digital billboard? Can interested prospects qualify themselves by giving their contact information in exchange for downloading your remarkable content? Is social media created and updated regularly? Are custom emails built?

4. Do I have a defined system to move suspects to prospects and prospects to customers?

Skip the "touching base" calls only to be put off another month. Instead, let technology carry that load for you by automating the follow-up process. Try to get to a point where the only time you pick up the phone is when you have only the hottest of hot prospects interacting with you. Watch your close percentage skyrocket. Turn yourself into an order-taker.

5. How am I measuring success?

Taking a look at your pipeline and forecasting sales is old school. Stop doing that. Imagine the data you will have when you can see how many people downloaded your ebook, and from there, how many requested a demo. Imagine actual percentages and work on maximizing them with different offers. Now you can accurately determine what your monthly, quarterly or yearly sales will be.

So is the salesperson dead? Has technology taken over this profession like it has so many others?

The answer is not yet and it probably never will. However, the strategy to be successful has certainly changed, and those who understand this will give themselves a competitive advantage. There is still time to adjust, but you certainly have to be dedicated to the effort -- or risk becoming a dinosaur.

Related: Catch Me If You Can: How to Get Sales Leads to Chase You

Brian Barquilla

Entrepreneur, marketing expert and founder of AdvantageB2B consulting+marketing

Brian Barquilla is the president of AdvantageB2B Consulting + Marketing and is an expert in marketing privately owned businesses. With more than 15 years of experience as a CEO, Brian holds degrees in marketing and management from Jacksonville University. He lives in North Florida with his wife Robin and their two children.

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Editor's Pick

Business Ideas

70 Small Business Ideas to Start in 2025

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2025.

Business News

You Can Get Paid $18,000 More a Year By Adding AI Skills to Your Resume, According to a New Study

Employers are emphasizing AI skills — and are willing to pay a lot more if you have them.

Leadership

7 Steps to De-Risking Big Business Decisions Before They Backfire

When the stakes are high, these seven steps can help you avoid costly mistakes, eliminate bias and make smarter decisions that actually scale.

Leadership

The Difference Between Entrepreneurs Who Survive Crises and Those Who Don't

In a business world accelerated by AI, visibility alone is fragile. Here's how strategic silence and consistency can turn reputation into your most powerful asset.

Employee Experience & Recruiting

Here's the Real Reason Your Employees Are Checked Out — And the Missing Link That Could Fix It

Most disengaged employees aren't exhausted — they're disconnected, and storytelling may be the key to rebuilding that connection.

Business News

United Airlines Says It Is Adding Extra Flights in Case Spirit 'Suddenly Goes Out of Business'

Rival airlines, including United and Frontier, are adding new routes as Spirit cuts 12 cities from its schedule.