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10 Sales training ideas that increase team readiness

May 13th, 2024
sales training ideas

The sales profession isn’t what it used to be. Today’s sellers are dealing with the high expectations of savvy B2B buyers, decision-by-committee, disruptive technology, M&A, product innovations… and more.

Reps need to know A LOT to be at their best in front of buyers, but has your sales training strategy kept up with the times?

Many organizations’ sales training has grown stale by relying on old-school tactics, like on-site boot camps and long-winded presentations, causing information overload for new reps. It’s no surprise that 20% of salespeople say their training needs a complete overhaul.

But before we dive into sales training ideas, let’s clarify what we mean when we talk about sales training.

Sales training defined

Sales training can cover various topics, ranging from key sales skills to the sales process or methodology, product training, and effective sales or sales enablement tools. 

According to CSO Insights, the goal is typically “to kick off change… as an initial step to establish new skills and methodologies or to develop new behaviors.”

Sales training can come in different learning formats, such as eLearning, on-site sessions, or online simulations. 

These approaches are enhanced with sales training technology to provide on-demand access to engaging microlearning content, such as video-based presentations and interactive quizzes. 

According to the Sales Management Association, firms who effectively use technology are 57% more effective at sales training and development than ineffective technology users.

In addition to training, it’s critical to support reps with a sales coaching program that allows managers to reinforce what reps learn and ensure reps can apply the knowledge in the context of their job.

What about sales training programs?

The sales training process is typically led by an in-house expert, such as a sales enablement manager or L&D professional, or a consultant associated with one of the many external programs available today.

If you’re looking for the latter, here are 10 well-known sales training program providers:

If you’re an internal training or enablement leader, we’ve got you covered! Below, we’ll take a closer look at 10 sales training ideas and activities to revamp your strategy for 2024 – and ensure your reps stay prepared.

10 Sales training ideas for 2024

  1. Incorporate assessments
  2. Examine win/loss reports
  3. Leverage peer learning
  4. Put sales reps in their buyer’s shoes
  5. Highlight industry trends and news
  6. Keep your diverse workforce in mind
  7. Practice responding to objections
  8. Sales process deep-dive
  9. Pre-boarding
  10.  Sales manager “mastery sessions”

1. Make assessments part of your sales training

Sales organizations often cross their fingers and hope sellers who complete their training courses are ready for the field. 

In doing so, they risk unprepared reps flopping in front of buyers, costing the company deals, hurting brand reputation, and reducing seller confidence – ultimately wasting time for all parties.

Sales enablement leaders should focus not just on learning consumption (“Did my reps finish their courses?”), but also assessment (“Can they perform key sales activities?”) to encourage better training engagement, knowledge retention, and sales readiness.

You can implement training assessments in a few different ways:

  • Knowledge-checks, such as quizzes and tests, ensure that reps have mastered key concepts
  • Simulation, which can range from role plays to practicing elevator pitches with a video coaching tool, tells you whether reps are ready
  • Observation shows reps can apply learning in the field

coaching AI for sales role plays and pitch practice

Pictured: Bigtincan/Brainshark’s video coaching tool with AI feedback

2. Examine win/loss reports

To encourage knowledge sharing in your organization, you can report key wins and losses and make these reports available to reps as just-in-time learning assets. Incorporate them into training curriculums so that you can tie takeaways directly to positive (or negative) sales outcomes.

For example, if a high-performing rep just closed a highly competitive deal, assign a team member (sales enablement or product marketing) to interview the new customer.

Some questions to ask include:

  • What challenges were they facing?
  • What steps were taken to secure their commitment?
  • Which value points most resonated with them?
  • Why was your solution chosen over alternatives?

Based on what comes out of the report, you can identify areas where best practices made a difference and ensure you train your team on them.

Deal losses can be just as valuable in preparing sales reps for challenging situations. 

Maybe pricing objections threw a wrench in an otherwise smooth sales process, in which case you can review best practices. Maybe there were missed opportunities to position your product against a competitor’s, allowing you to incorporate the loss report into competitive intelligence training.

Whatever the case, ensuring that sales reps have reviewed your key wins and losses allows them to apply actionable tips to future sales cycles.

3. Leverage peer learning

According to Salesloft, 65% of sales reps prefer peer learning to help them succeed, and with good reason. 

Peer learning done well allows training leaders to harness the expertise of veteran salespeople – before they leave the organization – and transform it into training material for sellers of all ages and experience levels. 

Your “B” and “C” players can benefit by learning from the practices of your “A” salespeople and seeing what “good” looks like in action.

Using these best practices allows you to create valuable sales training content. Using video coaching technology will enable reps to record videos detailing best practices, tips, and tricks, or win stories. 

For instance, you could ask the sales force, “What is one technique you use to move a stalled deal forward?” The best video responses to the question can be converted into formal learning content and made available for future reference.

4. Put sales reps in their buyer’s shoes

Training programs tend to focus heavily on product details and messaging, often at the expense of explaining the needs and challenges of the buyers. Perhaps that’s why 77% of buyers believe salespeople don’t understand their business, according to Accenture.

Make the buyer’s journey a more prominent part of your sales training – both for new hire onboarding and learning reinforcement for the existing sales force. You can do this by ensuring buyer persona details, including critical business challenges, success metrics, and pain points, are part of your training curriculum (and then assessing your reps’ mastery of them).

You’ll also want to outline practical approaches for engaging buyers at each distinct step of the buyer’s journey:

  • Is the prospect committed to considering alternatives to the status quo? Share persuasion techniques that help buyers move into a decision cycle.
  • Is the prospect settled on your solution and trying to justify the purchase to other decision-makers? Outline approaches for accelerating time to a buying decision.

In addition, you can pair sales training with coaching exercises to force reps to think like buyers on their feet.

For example, if you sell security software, ask reps what points the director of IT security might use to get the CIO on board with a new solution and how they would best present them? What issues matter most not only to the security lead but also to the CIO?

5. Highlight industry trends and news

Your salespeople may not be reading 30-page research reports on the state of B2B selling or your target markets. But a 600-word blog post covering timely social selling tips is a perfect addition to your training program.

Incorporating outside perspectives into your training is crucial because it reminds your salespeople that the profession is still changing all the time and encourages them to stay up-to-date.

For instance, using a data-driven sales readiness platform like Brainshark, you can embed relevant research and news articles about target industries into training courses as required courses or attachments to ensure reps review them to complete their training. You can then add a knowledge check to quiz salespeople on key findings.

6. Deliver training with your diverse workforce in mind

Your sales training activities need to meet the learning needs of a diverse workforce.

Many reps prefer informal, bite-sized, microlearning content that can be accessed on-demand, wherever and whenever they need it. Research from the Journal of Applied Psychology shows that microlearning can improve engagement with – and retention of – training content.

Career development is also deeply important to your employees — they want to learn skills that will help them in a future role, too. 

For example, many sales development reps move into quota-carrying roles, like account executive or account manager. Still, the skills required to be a successful SDR don’t perfectly align with the traits of a high-performing AE or AM. Identify those gaps and deliver training that helps close them.

7. Practice responding to objections

Buyer objections are a part of life for all salespeople, and reps who don’t prepare to handle common objections will have a tough time closing deals. Ensuring salespeople have mastered key skills will prevent them from “practicing” on your buyers. But how should you address objections in your sales training?

Brainshark objection handling best practices example

Create training courses that break down the fundamentals of handling different types of objections. 

This includes:

  • Misunderstandings (“I heard your software doesn’t integrate with our marketing platform”)
  • Skepticism (“will your solution work for a small business?”)
  • Drawbacks (“we like your solution, but it’s missing a feature we want”)
  • And indifference (“we don’t need something like that”).

Don’t forget the importance of assessment. You should require sales reps to master their objection responses through an in-person role-play or a coaching and practice tool like Brainshark.

8. A sales process deep-dive

Without a firm grasp of your sales process, reps won’t know which activities to perform at which buying stage, nor will they know when an opportunity has progressed from one stage to the next (e.g., when a prospect is fully qualified).

So, what can you do to ensure reps execute your sales process at a high level?

Consider creating a series of microlearning courses covering the key activities reps need to complete for each stage of the sales process and provide guidelines for completing those activities. Watch a video of our augmented reality MEDDPICC training at our 2023 SKO (pictured below).

SKO23 augmented reality training

With a unified learning & content management platform like Bigtincan/Brainshark, you can supplement these courses with sales assets and in-depth tactical training that gives reps tips for handling common challenges.

For example, your discovery call training could include presentation slides, follow-up content to share with the buyer, and messaging guidelines for handling your company’s most common discovery-stage objections. Reinforce the training by having reps practice objection-handling skills to receive feedback from managers or peers.

9. Get new reps ready sooner with pre-boarding

Pre-boarding is a helpful way to ease sellers into the onboarding process before their official start dates, setting a positive tone for the new hire experience and accelerating time to productivity.

Traditional onboarding strategy typically has reps starting from “zero” when they first arrive. With a pre-boarding approach, basic training and essential to-do items are completed before Day 1.

For instance, a pre-boarding learning path might include a short overview (i.e., 10 minutes or less to complete) of your company’s history, strategy, value proposition, along with a welcome video from the CEO or exec team and a brief quiz at the end to check for comprehension.

10. Put managers into action with “Mastery Sessions”

Consider launching a training program that empowers front-line sales managers to improve rep performance through hands-on coaching.

You can start by creating microlearning content and coaching exercises for short, manager-led “mastery sessions” that focus on a specific topic. Build these sessions around a narrow, easy-to-digest topic, such as opening a sales call, pre-call planning, or objection handling.

For in-person mastery sessions, reps can act out a simple role-play scenario, such as practicing an elevator pitch to a prospect and managers can provide feedback on the delivery and messaging.

For a remote or dispersed sales team, video coaching and practice tools are an excellent way for reps to perfect their messaging in a safe environment, share their submissions with peers for informal feedback, and then submit them to a manager as part of a formal assessment.

Helpful Sales Training Books

Looking to learn more about the latest sales training trends and best practices? These three books can be a helpful starting point:

Sales Enablement: A Master Framework to Engage, Equip, and Empower A World-Class SalesForce

Authors: Byron Matthews and Tamara Schenk

Sales Enablement explains (in great detail) what it takes to provide sales training, content, and coaching. Schenk and Matthews carefully outline the complexities of leading sales enablement, outline step-by-step implementation tactics, and illustrate best practices via case studies. You won’t find a more comprehensive look at sales enablement and training.

Talent is Overrated

Author: Geoff Colvin

Talent is Overrated looks at what fuels success for the world’s elite performers – whether they’re musicians, doctors, or salespeople – by examining how they approach “deliberate practice” and how that strategy can help the rest of us achieve better results.

Objections: The Ultimate Guide for Mastering The Art and Science of Getting Past No

Author: Jeb Blount

To the unprepared rep, sales objections can be a huge hurdle. For well-trained sellers, however, they present an opportunity. Jeb Blount, CEO of Sales Gravy, uses his expertise to break down the realities of facing objections and how sellers can use human influence best practices to overcome roadblocks and win more business.

More sales training resources: