A Lesson from an “Old School” Seller

  … on Engaging Effectively in the AI era

That’s the biggest stereotype some people have about the “typical salesperson”?

It could very well be the one-dimensional schmoozer depicted in movies, or television, many years ago. Pushy. Fast-talking. Fixated solely on closing the deal. Not always completely honest.

But it’s not a stretch to say stereotypes are often based in reality. Many sellers were—and some still are—pushy, fast-talking and fixated solely on closing the deal. But what valuable lessons can we learn as sales professionals from the “old school” model?

When you examine that stereotype closely, you’ll realize there’s plenty of useful insight lurking behind it. Relationship-building matters. Real-time social bonding matters. Introductions from trusted contacts matter. Networking matters. Connection around nonwork-related topics matters. There’s nothing wrong with taking a client to a ball game or golfing. There’s nothing wrong with deepening relationships over time, through enjoyable activities and interactions. These just aren’t the entire job description.

The data-driven salesperson

Fast-forward to today. What distinguishes the most successful salespeople now, from just a few years ago? What are top-performing salespeople doing differently in this era of AI, data analytics, remote selling and buyer-empowered customer journeys? Which best practices are now making a difference that weren’t even on our radar before the pandemic?

The most effective sellers recognize they’ve never learned it all. They’re open to new platforms and tactics. They operate in a digital-first landscape—a working world where adopting modern technologies, relentless self-development and a customer-centric approach are paramount. They expertly leverage advanced CRM systems, massive, constantly updated databases, artificial intelligence and data analytics to personalize their approach. They don’t rely on generic scripts or mass email blasts. Instead, they use advanced information tools to create outreach and follow-up messaging tailored specifically to each recipient.

These salespeople understand that today’s buyers are inundated with spam and possess vast amounts of information at their fingertips. They anticipate customer questions and needs, delivering customized responses. And yes, these salespeople build relationships over time. They sustain engagement through various digital tools that enable consistent, seamless interactions across multiple channels and touchpoints.

There is both an “old school” approach to selling and a newer, data-driven approach. To succeed as a sales professional today, we must use what works best from both perspectives.

The “old school” mentality emphasizes rapport, connections, influence and relationships to overcome sales challenges. The data-first mentality, on the other hand, risks turning salespeople into marketers by minimizing, or entirely overlooking, the critical face-to-face or voice-to-voice connections that launch and sustain important relationships.

Here’s the takeaway: When interacting effectively with the large (and growing) cast of characters influencing buying decisions within an organization, today’s most productive sales professionals harness both the power of data and personal relationships. They connect the dots, using innovative tools to build rapport, nurture relationships over time and earn the trust, goodwill and loyalty of their clients. They leverage the best of both the “old school” and the “data-driven” approaches.

Jim Marshall
Jim Marshall

So, how would you characterize your typical approach to selling and business development?

Jim Marshall is the founder of Sandler Training of Tampa Bay, which provides sales and management training and coaching to high-achieving companies and individuals.
Contact him at 813.287.1500 or [email protected].

You May Also Like
How to effectively qualify sales opportunities

If you’re reading this, you already know that sales can be a challenging business—constant rejections, numerous dead ends, endless price quotes and proposals that often don’t lead to anything. It’s

Read More
How Sales Managers and Salespeople Can Thrive in 2025

As the new year begins you (hopefully) have drafted and are preparing to implement a plan to increase sales and drive revenue, in 2025. Take a moment to survey the ever-changing

Read More
Jim Marshall
Traversing long-term traumatically impacted people & conversations kindly 

By Loran Jarrett, DBA, and Debbie Lundberg, MBA  Educators, Entrepreneurs and Hurricane Helene/Milton Home Loss Victims You hear about it on the news or through a friend of a friend

Read More
The unsung ripple effect of back-to-back hurricane disasters in the SBA world

By Brooke Mirenda, CEO of SEDCO  As a Small Business Administration lender, I received notice on Oct. 15, at 5:30 p.m., that the SBA has already exhausted its disaster funding

Read More
Brooke-mirenda
Other Posts
Mental health in the wake of Tampa Bay’s double hurricane hit 

By Carrie Zeisse, chief executive officer of Tampa Bay Thrives Tampa Bay residents are no strangers to hurricane season, despite the area being spared a significant, direct, hit for over

Read More
Sales Leaders: Stop working so hard

If you’re a sales director, or manager, you already know you have one of the most difficult and demanding jobs in business today.  Motivating and holding your people accountable, training

Read More
Jim Marshall
Adapting to Uncertainty: How to Thrive Despite a Crumbling Economy

Last week, an entrepreneur I know well was speaking at a private mastermind group I’m a part of and as he was talking about how tough things have been for

Read More
Ari Page: How to Thrive Despite a Crumbling Economy
How to receive feedback

Dear Debbie: A few months ago, you shared how to be a sponsor and speak up. I love it and, yet, sometimes when I get feedback, I get embarrassed and

Read More