5 Ways to Build Modern Learning into Your Sales Culture

July 26, 2023

Traditional ways of learning are falling short with today’s modern workforce.

 

As technology and digital-first thinking continues to accelerate changes to how we do business, our approach to learning must also catch up.



This visual, originally created by our learning partner, Allego, highlights the evolution of modern learning by showing us the old way versus the new way. 

The “old” way still works; however, it must be combined with new and modern approaches to learning in order to build resilience, create muscle memory, and ensure new skills/knowledge won’t be forgotten. 


Before we dive into how to build modern learning into your sales culture, let’s take a quick look at what it means:

 

“A modern learning environment, unlike the traditional one, is a learning space that is more interactive, innovative, and connected. The primary purpose of a modern learning environment is to help people learn better and nurture their ability to meet future challenges.” (Source)

 

Modern learning isn’t necessarily about using the latest technology, software, or systems out there, it’s about investing in curiosity, agility, and ongoing education for your sales team.

 

Prioritizing learning will help your sales team become more productive, innovative, and successful in the long run.

 

If you’re approach to learning needs an upgrade, here are 5 ways to get started:

 

1) Create a Library of Content from Your Specialists and Subject Matter Experts


Rather than a few subject matter experts, ensure you are leveraging multiple diverse perspectives.

 

You likely already utilize Subject Matter Experts and Specialists in your onboarding approach. Make the most of what you’re already doing by capturing 3-5 minute recordings across a mix of experts, especially if training is being delivered virtually. It’s as easy as hitting ‘record’ and then editing to highlight those “golden nuggets” during the session.


Soon you’ll have a library of content from your experts to play for new hires throughout their first 1-2 years rather than only learning from these experts in live sessions during the onboarding process.

 

2) Make learning continuous and bite-sized.

 

Spread learning over time and break it up into small chunks wherever possible. This reduces cognitive load and can actually ease the perceived burden of learning. Studies show that this gives people a sense of empowerment when it comes to learning and thus produces better training outcomes.

 

People learn more naturally when training is spaced over time. However, this doesn’t mean you should abandon in-person training. It means we need to think differently about how we design the overall sales onboarding program. Build the program in a way that supports the achievement of milestones throughout the process and take every opportunity to break up learning content and space the delivery over time.

 

3) Make content easy to create, absorb, and access.


Technology has changed what’s possible when it comes to learning.

 

Mobile devices make it easy to meet reps where they live and work. That means creating content that’s tailored for viewing and accessing on mobile devices. Think bite-sized materials made for smaller screens.

 

Using video and visuals are also must-haves when it comes to creating modern learning content because the brain processes visuals faster than text, which makes absorbing the information easier.

 

4) Assess each team member's strengths and weaknesses to deliver personalized learning.


Thanks to technology, organizations are now using systems and software to assess each learner’s strengths and weaknesses and then deliver “just for me” learning to them.

 

This may sound like a big investment of time and money, but you can actually use low tech solutions too.


For example, you can create a simple survey using a free option like Google Forms or SurveyMonkey to collect information from your team. Once you’ve gathered the information, you can assess each member to identify a unique learning path just for them or group sessions based on trends across your team.

 

5) Reinforcement is the key to retention.


Research shows that people forget 80% of what they learn within a month of training without a reinforcement component.


Ensure reinforcement is tied to everything; whether it’s a new business endeavor, change initiative, or training program, reinforcement is what makes new information stick.

 

Some of our favorite ways to reinforce are:

●      Fill a fish bowl with index cards to conduct flash drills to help reps practice skills and product knowledge.

●      Put reps in the “hot seat” to role play and practice handling objections.

●      Create “teach back” opportunities by giving each rep a chance to teach back what they’ve learned after watching or reading a recent training module.

 

Learning is key to your resilience as a business. If you invest in curiosity, learning, and agility for your workforce, you will be able to bounce back from setbacks, adapt to change, and be more ready for whatever comes next.

August 12, 2026
AI has changed how sales professionals prepare. In minutes, industry specific AI tools can help you research a company, understand an industry, organize your thoughts, and generate questions for an upcoming meeting including targeted categories. That is a real advantage. But it can also create a dangerous feeling: I already know this customer. You read the website. You scan recent news. You review a few LinkedIn profiles. You uncover lease renewal or contract renewal dates. And then, AI gives you a polished summary of the company’s likely priorities and challenges. The problem? “Likely” can quickly start to feel like “true.” AI should prepare you for discovery. It should never do the discovering for you. Here are five ways to use AI without losing the curiosity that makes great selling work. 1. Use AI to Prepare AI is excellent at helping you get ready. Use it to research companies and industries, brainstorm questions, organize your thoughts, identify possible decision-makers, and spot blind spots. Used well, AI saves time and helps you enter the conversation more informed. Try this prompt: “I’m preparing for a first meeting with [company name]. Using publicly available information, give me a brief overview of the business, three possible priorities or challenges, and three thoughtful discovery questions.” But preparation is only the starting point. The goal is not to prove how much you know. It is to learn what you do not know.  2. Watch Where AI Can Fool You AI can make assumptions sound like facts. It can also be incomplete, outdated, or simply wrong. Even accurate information can lead to the wrong conclusion. A company may be expanding, but growth may not be the customer’s biggest concern. The real issue could be staffing, service, cost control, or the time lost managing too many vendors. The danger is not using AI. The danger is believing you have learned everything before meeting the customer. Preparation should increase your curiosity, not replace it. 3. Remember: Curiosity Cannot Be Automated AI can tell you what a company does, what happened recently, and what trends may affect its industry. Only a real conversation can uncover why the customer is considering a change now, what is frustrating them, what success looks like, and what they are worried could go wrong. Use your research to open the conversation, not control it. 4. Ask the Questions AI Cannot Answer AI can suggest questions. The art of selling is knowing what to ask next. Try: “How did you decide on ….?” “Had we not called, what were you already planning to do about ______?” “What have you already tried?” “If you were sitting in a review six months from now, having personally made a significant impact on the business, what would success look like for you?” “What happens if nothing changes?” These questions move the conversation beyond surface-level pain. They also help you avoid pouncing too quickly. Whether the customer mentions delivery, cost, service, or vendor consolidation, slow down. The first answer is rarely the full answer. Ask one more question before offering one more solution. 5. Do Not Outsource Your Curiosity Everyone has access to similar AI tools. Not everyone listens well. Not everyone notices hesitation, follows an unexpected comment, or stays with an issue long enough to uncover what really matters. That is still your competitive advantage. Use AI to prepare, broaden your thinking, and identify what you may be missing. Then put it away and be fully present. Before your next customer conversation, challenge yourself to do three things: Prepare with AI. Verify with the customer. Ask one more question before offering a solution. Do not simply work through a list of AI-generated questions. Listen to the answer and follow where it leads. The question you did not plan to ask may be the one that uncovers the real opportunity. The more powerful AI becomes, the more valuable human curiosity becomes. AI can help you enter the conversation more informed. Your next move is to stay curious long enough to leave the conversation with a better understanding.
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May 24, 2026
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