6 Best Sales Podcasts to Improve Your B2B Sales Skills

The best sales podcasts help B2B professionals improve the skills they use every day: prospecting, discovery, listening, communicating value, and following up. But not every episode deserves your time. The real benefit comes from choosing useful advice and applying it to actual customer conversations.

I’ve worked in sales and merchant services since co-founding Valued Merchant Services in 2006. One lesson I’ve learned is that successful sales professionals never stop developing their skills. However, training only becomes valuable when it changes what you do.

Why These 6 Sales Podcasts Are Worth Hearing

This selection features six specific 2026 episodes from five established sales shows. I chose them because each addresses a different skill relevant to business-to-business selling. Additionally, every recommendation includes a direct listening link, my interpretation of its usefulness, and an exercise you can apply.

These podcasts for sales professionals cover everything from opening a cold call to understanding customer needs and developing stronger follow-up habits. None focuses specifically on merchant services, so their lessons apply across many B2B industries.

Best Sales Podcast Episodes: Quick Comparison

If you’re short on time, use this comparison to choose the episode that addresses your most immediate sales challenge.

Durations are approximate. Publisher episode listings and listening availability may change.

1. Sales Gravy: Improve Your Cold Call Opener

Show: Sales Gravy with Jeb Blount
Episode: The Cold Call Opener That Books More Appointments (Ask Jeb)
Published: October 14, 2026
Best for: Cold calling, prospecting, and appointment setting

Listen to the Sales Gravy cold-calling episode

Why This Episode Made My Best Sales Podcasts List

Cold calling is difficult partly because the person answering your call may not know you, expect you, or have a reason to listen.

In this episode, Jeb Blount answers a question from a real estate agent prospecting expired listings and properties being sold without an agent. Although the original example involves real estate, its central lesson applies to B2B sales: explain why you’re calling and make a clear, relevant request.

For business-to-business prospecting, I would adapt the approach rather than copy the original script.

A representative contacting a small business should never invent a problem or assume the owner is unhappy with their current provider.

What I Would Apply to B2B Prospecting

Before making a call, establish four things:

• Who you are and the company you represent
• Why this particular business is relevant to your outreach
• What legitimate subject you hope to discuss
• What reasonable next step you want to request

For example, a sales representative could introduce themselves, explain that their company helps businesses evaluate payment technology and processing options, and ask whether a brief conversation would be welcome.

That approach doesn’t promise savings or imply the merchant has problems that haven’t been identified.

Practical Exercise

Write a short opening statement for a business you would genuinely like to serve. Practice delivering it without rushing or sounding scripted.

Then ask whether the opening provides a clear reason for the prospect to consider the conversation.

My takeaway: The goal of an opening is to earn permission for a relevant conversation, not to overwhelm someone with a sales pitch.

2. 30 Minutes to President’s Club: Master Sales Discovery

Show: 30 Minutes to President’s Club
Guest: Kevin Dorsey
Episode: #573 – Use This Discovery Call Formula to Get More Demos Booked
Published: May 14, 2026
Best for: Discovery questions and understanding buyers

Listen to the discovery-call episode

Why This Sales Discovery Podcast Stands Out

Many representatives begin explaining their product before discovering what the buyer wants to accomplish.

Kevin Dorsey’s episode examines how to ask more effective discovery questions, understand business problems, and determine which stakeholders care about particular outcomes.

For example, a business owner may focus on operating costs while an operations manager worries about employee training and workflow disruptions.

Both concerns deserve attention. Therefore, effective discovery should identify the people affected by a decision and what matters to each of them.

Applying the Lesson to Small Business Sales

I wouldn’t use an elaborate enterprise software discovery framework in every conversation with a small business owner.

Instead, I’d focus on understanding the current situation and the reason the owner is considering a change.

Questions worth asking include:

• What is working well with your current setup?
• What would you most like to improve?
• How does the problem affect your business?
• Which existing systems or processes need to remain unchanged?

For merchant services, these questions can reveal whether the real concern involves processing costs, deposit timing, POS integration, or customer service.

Practical Exercise

Before offering a solution, summarize the prospect’s main concern and ask whether you understood correctly.

If the customer corrects you, use that information to refine your recommendation.

For more detailed examples, see Learn to Listen, Learn to Sell: 7 Active Listening Skills.

My takeaway: Discovery should identify a genuine business need, not create an excuse to pitch.

3. Make It Happen Mondays: Build Better Buyer Relationships

Show: Make It Happen Mondays – B2B Sales Talk with John Barrows
Guest: Olivia Fox Cabane
Episode: Why Charisma Is a Sales Skill You Can Actually Learn
Published: August 10, 2026
Best for: Communication, buyer trust, and professional presence

Listen to the Make It Happen Mondays episode

Why This B2B Sales Podcast Is Worth Hearing

Some people associate successful selling with outgoing personalities and confident presentations. However, sales professionals can develop communication skills without becoming someone they’re not.

John Barrows and Olivia Fox Cabane discuss presence, curiosity, warmth, and how people experience professional conversations.

The episode is especially relevant to representatives who feel pressured to appear charismatic instead of concentrating on the customer.

What I Would Apply

A business owner may be less interested in how impressive a salesperson sounds than whether the salesperson understands their operation.

That means paying attention, listening without interrupting, asking relevant questions, and acknowledging when additional research is needed.

Trust also requires accurate advice and reliable follow-through. Charisma alone cannot substitute for either one.

Practical Exercise

During your next meeting, eliminate distractions and ask at least one follow-up question that comes directly from the customer’s answer.

Afterward, evaluate whether you spent more time trying to impress the prospect or understanding them.

My takeaway: Strong relationships develop through attention, honesty, and consistency, not simply personality.

4. The Sales Evangelist: Adapt to Modern B2B Selling

Show: The Sales Evangelist
Host: Donald C. Kelly
Episode: What 2,000 Sales Conversations Taught Me
Published: May 8, 2026
Best for: Modern buyer behavior and continuous improvement

Listen to The Sales Evangelist episode

Why I Recommend This Sales Training Podcast

Donald C. Kelly uses a milestone episode to reflect on years of sales conversations and lessons from working with industry professionals.

His discussion addresses modern buyer expectations, relevance in outreach, effective discovery, and the use of artificial intelligence in selling.

Today, many buyers research products independently before contacting a representative. Consequently, simply repeating information available on a website may provide little additional value.

Where I’d Add Some Caution

Responding quickly to a customer who requests information is valuable. However, a fast response is only helpful when it’s accurate and relevant.

Likewise, AI can assist with research and communication, but salespeople must verify facts before repeating them to prospects.

Increasing outreach volume without improving relevance may produce more activity rather than better conversations.

Practical Exercise

Review three recent prospecting messages. Ask whether each contains a genuine reason for contacting that particular business.

Next, remove unsupported claims and rewrite generic language to make the message clearer and more useful.

My takeaway: Modern B2B selling requires better judgment and more relevant communication, not simply more automation.

5. The Advanced Selling Podcast: Rebuild Your Sales Skills

Show: The Advanced Selling Podcast
Hosts: Bill Caskey and Bryan Neale
Episode: Sales Skill Atrophy, Part 2: The Comeback Plan
Published: October 5, 2026
Best for: Experienced representatives and sales development

Listen to The Advanced Selling Podcast episode

Why It Belongs Among These Sales Training Podcasts

Experience matters, but spending years in sales doesn’t automatically make every professional habit effective.

Bill Caskey and Bryan Neale discuss how certain skills deteriorate when representatives stop practicing deliberately or rely on approaches that no longer fit customer expectations.

They explore learning, unlearning, and rebuilding fundamental skills such as prospecting, discovery, and explaining value.

Why This Matters for Experienced Salespeople

A representative who has spent years emphasizing product features may need to become more comfortable discussing integrations, operating costs, and business outcomes.

Similarly, someone accustomed to lengthy presentations may discover that shorter conversations built around better questions are more helpful.

Not every established technique is outdated. Still, sales professionals should periodically review whether their methods serve customers well.

Practical Exercise

Choose one skill that you haven’t deliberately practiced recently:

• Prospecting
• Discovery questions
• Explaining value
• Addressing objections
• Following up

Practice it through role-playing or another appropriate learning exercise, then evaluate whether your performance improved.

My takeaway: Professional growth requires deliberate practice, not simply more years of experience.

6. Sales Gravy: Improve B2B Follow-Up Without Being Pushy

Show: Sales Gravy with Jeb Blount
Featured trainer: Duff Tucker
Episode: 5 Top-of-Mind Touches That Beat “Just Checking In” (Money Monday)
Published: October 26, 2026
Best for: Sales follow-up and professional relevance

Listen to the Sales Gravy follow-up episode

Why This Episode Completes the Best Sales Podcasts List

Many salespeople struggle with follow-up because they don’t know what to say after an initial meeting.

As a result, they send vague messages asking whether the prospect has made a decision.

In this episode, Duff Tucker discusses ways to remain relevant through thoughtful communication instead of relying on repetitive check-ins.

The most useful principle is that a follow-up should have a legitimate purpose.

My Approach to Professional Follow-Up

If a business owner requests information about POS compatibility, delivering that verified information is useful.

If a prospect wants clarification about pricing, providing a written explanation can help them make an informed decision.

However, repeatedly contacting someone without a relevant reason does not necessarily improve the relationship.

Furthermore, silence does not establish consent for unlimited calls, emails, or messages. Businesses must respect opt-outs and applicable communication requirements.

Practical Exercise

Review your next three planned follow-ups.

For each, ask whether it provides information connected to a genuine customer request, whether the timing is appropriate, and whether additional contact is welcome.

If you cannot identify a useful purpose, reconsider the message.

My takeaway: Professional follow-up should help the customer, not simply remind them that you want a sale.

Which of These Sales Podcasts Should You Hear First?

Start with the skill you most need to improve.

• Cold calling: Begin with the Sales Gravy cold-call opener.
• Sales discovery: Choose 30 Minutes to President’s Club.
• Buyer communication: Listen to Make It Happen Mondays.
• Modern B2B selling: Start with The Sales Evangelist.
• Refreshing existing skills: Try The Advanced Selling Podcast.
• Follow-up: Listen to Sales Gravy’s top-of-mind touches episode.

These recommendations aren’t ranked by audience size or popularity. Instead, each addresses a different practical problem.

How to Turn Sales Podcasts Into Better Sales Conversations

Listening alone does not guarantee improvement. Therefore, I recommend connecting each episode to one exercise.

Here’s a straightforward six-week learning plan.

1. Week 1: Practice a clearer prospecting introduction.
2. Week 2: Improve your discovery questions.
3. Week 3: Focus on listening, attention, and buyer communication.
4. Week 4: Review the relevance of your prospecting messages.
5. Week 5: Identify one selling skill that needs deliberate practice.
6. Week 6: Improve the usefulness of your follow-up messages.

This plan isn’t a guaranteed sales performance program. Rather, it’s a practical way to make consistent professional development easier.

A Simple Sales Podcast Learning Worksheet

After each episode, write down five things:

1. The main lesson: What idea stood out?
2. The application: Where might it help your sales conversations?
3. The limitation: When might the technique be inappropriate?
4. The exercise: What specific behavior will you practice?
5. The result: What did you learn after trying it?

This approach helps you move beyond passive listening. It also encourages you to evaluate sales advice rather than assume every tactic will work in your market.

What Sales Podcasts Cannot Replace

Even the best sales training podcasts cannot replace firsthand experience, appropriate product education, or understanding your customers.

For example, a discovery-call episode may improve your questions. However, it cannot establish whether a particular payment platform integrates with a business’s existing accounting system.

Similarly, a cold-calling technique may help begin a conversation, but it does not prove that your product is a suitable fit.

Professional salespeople need both communication skills and accurate product knowledge.

How These B2B Sales Podcasts Apply to Merchant Services

Although none of these recommendations is a merchant-services podcast, their lessons can help professionals working with small businesses.

Consider a business owner who believes their processing fees are too high.

Rather than immediately promising lower rates, a representative should ask how the business evaluates its current processing costs, review available statement information with permission, and understand whether software or equipment expenses are involved.

Or imagine a merchant unhappy with an existing POS system.

The problem might involve employee training, software integration, reporting, or equipment reliability. Consequently, recommending a replacement before understanding the issue could create unnecessary costs.

At Valued Merchant Services, we believe in putting people before profits. Sometimes that means recommending a better solution. Other times, it means telling a merchant that their existing arrangement already serves them well.

For more on this philosophy, see our B2B sales relationship guide.

Frequently Asked Questions About the Best Sales Podcasts

What are the best sales podcasts for B2B professionals?

Sales Gravy, 30 Minutes to President’s Club, Make It Happen Mondays, The Sales Evangelist, and The Advanced Selling Podcast are useful options. Each covers different professional skills, including prospecting, discovery, buyer communication, and sales development.

Which sales podcast should beginners start with?

Beginners struggling with prospecting may benefit from Sales Gravy, while those wanting to improve discovery conversations can start with 30 Minutes to President’s Club. Select episodes based on the skill you want to improve.

Are sales training podcasts useful for experienced professionals?

Yes. Experienced representatives can use them to review established habits, consider different approaches, and identify skills requiring additional practice.

What are good sales discovery podcasts?

30 Minutes to President’s Club frequently covers discovery methods. The Kevin Dorsey episode selected here focuses on asking questions, understanding business challenges, and evaluating buyer needs.

Can sales podcasts help improve closing rates?

They can introduce techniques that may improve sales conversations, but results are not guaranteed. Outcomes depend on customer needs, product fit, competition, pricing, execution, and other factors.

Are these merchant services podcasts?

No. These are general sales and B2B sales podcasts. Their lessons can apply across merchant services, business software, professional services, and other industries.

How often should sales professionals listen to podcasts?

There’s no universal schedule. A useful approach is to select one relevant episode, practice an idea, and evaluate the results before moving to another lesson.

Where can I listen to the recommended episodes?

Each recommendation above includes a direct episode link. Availability depends on the publisher and supported listening platforms.

Final Thoughts: The Best Sales Podcasts Are the Ones You Learn From

The value of a sales podcast isn’t measured by how many episodes you finish.

Instead, consider whether the information helps you communicate more clearly, understand customers more thoroughly, or make better professional decisions.

What works in one industry may require adjustment in another. Likewise, a technique designed for a complex enterprise deal may not fit a brief conversation with an independent business owner.

Choose advice thoughtfully, practice useful ideas, and evaluate your results.

Since co-founding Valued Merchant Services in 2006, I’ve believed that lasting business relationships should be built on honest advice, relevant solutions, and dependable support.

Better sales skills help put those values into practice.

One lesson you apply thoughtfully can be more valuable than hours of advice you never use.

Updated November 2026. These recommendations are independent editorial selections, not paid endorsements. Episode information was reviewed against available publisher and podcast-platform listings. External content and availability may change.