Weekly Sales Podcast

The Selling Podcast

Sell better.
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Feeling stuck in a sales slump? Pipeline looking thinner than a supermodel on a juice cleanse? Want to grow your business faster than a startup funded by a lottery winner? Then buckle up, buttercup, because "The Selling Podcast" is your new obsession!

5.0(25 ratings)320 episodes50+ years combined experience

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Latest EpisodeOct 14, 2026 · 31 min

Frictionless Selling: Are You Making It Too Hard For Your Customers To Buy?

Friction kills deals before price ever does. Scott and Enigo Montoya break down how to make selling feel so easy that customers actually want to buy—and why common sales process mistakes can quietly cost you revenue.What starts with a painfully relatable checkout experience turns into a practical conversation about the hidden blockers that make buyers walk away. From endless paperwork and overcomplicated forms to reps who have to “check with my manager” before every decision, Scott and Enigo explain how unnecessary steps drain momentum and trust.In this episode, you’ll learn: Why Amazon-level convenience has reset customer expectations How to simplify paperwork without cutting corners Why empowering sales reps to make decisions can keep deals moving How thoughtful upselling and bundling can make buying easier Why discounts should reward loyalty and volume—not panic Scott and Enigo share examples from retail, medical sales, pest control, car buying, and more. They also explore why many reps hesitate to ask for the sale—and why friction may be the silent deal killer behind customers who simply disappear.If you want to improve the customer experience, streamline your sales process, and close more deals, this episode is for you.

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Recent Episodes

Sales strategies, career advice, and the occasional random tangent — fresh every week from Mike and Scott.

Oct 7, 202632 min

From Bodybuilding to the Boardroom: Steven Staines on the Sales Grind

In this episode of "The Selling Podcast," hosts Scott and Mike (joined by a "special guest" playfully introduced as Enigo Montoya) sit down with Steven Staines, the Director of Sales Development at Pinnacle West Medical. The central theme of the episode revolves around a provocative statement: Sales isn't "hard." While the hosts acknowledge that sales can be complex, complicated, and exhausting, they contrast the mental load of sales with physically or emotionally grueling jobs. Steven puts this into sharp perspective by comparing the challenges of sales to the life of his wife, a neonatal ICU nurse, whose decisions literally hinge on whether a child lives or dies while working 24-hour shifts. The discussion then shifts to the fundamentals of sales success, heavily referencing the "Student of the Game Handbook." Steven emphasizes that effective selling is less about a rigid scientific recipe and more about an artful application of fundamentals: Reconnaissance before selling: Understanding the clinic's pain points before walking in the door. Showing up as a business partner: Offering solutions (like billing services or faster product delivery) that make the practice's life easier, rather than just "bag barfing" product information. High Energy and Persistence: The critical need for resilience in the face of rejection and the willingness to put in the necessary activity numbers. Training the Next Generation: Steven shares his insights on hiring hungry, tech-savvy college graduates and the importance of field-riding and role-playing to build their confidence in introducing themselves to strangers. Ultimately, the episode is a masterclass in developing the thick skin and high-energy mindset required to survive and thrive in a professional sales career.

Show notes

Sep 30, 202629 min

Why Your Current Sales Title is Holding You Back: From Sculptor to Sistine Chapel

Feeling creatively stuck in your current role? Join Scott and the (self-proclaimed) "heartless" Mike on this week’s episode of The Selling Podcast as they dive into an unlikely masterclass on professional evolution: the life of Michelangelo. Forget everything you think you know about the Renaissance master. Mike, who admits he usually remains emotionally detached from art, shares why Michelangelo’s work—specifically the gut-wrenching Pietà—finally broke through his pragmatism. This episode isn’t a stuffy art history lecture. It’s a high-energy discussion on why defining yourself by a single, limiting label is the fastest way to kill your sales career. Michelangelo didn’t see himself as a painter; he was a sculptor, through and through. Yet, when the Pope "assigned" him the four-year, neck-breaking task of painting the Sistine Chapel, he didn't quit. He adapted. He committed. And he created one of the most defining masterpieces in human history as a "side hustle." Scott and Mike use this historical pivot to challenge salespeople everywhere. Are you limiting your potential by calling yourself "just a hunter," "a closer," or "a brochure-pusher"? In this episode, you’ll discover: Why Your Title is a Trap: How self-limiting labels become self-fulfilling prophecies that stunt your professional growth. The "Sistine Chapel" Syndrome: Why you must be willing to take on assignments outside your wheelhouse to discover your true genius. Transferable Genius: How Scott went from door-to-door orthopedic sales to international consulting and financial planning by recognizing his adaptable skill set. Evolution, Not Abandonment: The crucial difference between pivoting your skillset (like a sculptor learning to paint) and making a completely random career jump (like a sculptor becoming a fly fisherman). The Long Game: How to view your career as a continual Renaissance, where your best work may not happen until the "second half." Whether you’re a sales newbie or a seasoned vet feeling bored, this episode of The Selling Podcast will light a fire under your professional stagnation. Tune in to learn how to channel your inner Renaissance man and realize that, like Michelangelo, your current skillset doesn’t have to define your future masterpiece. Don't take yourself too seriously, keep your eyes open for opportunities everywhere, and stop being a "stupid Raphael"—listen now!

Show notes

Sep 23, 202633 min

What Your Hands Are Saying When You're Selling

In this episode of "The Selling Podcast," hosts Scott and Mike tackle the 90% of communication that isn't verbal: body language and hand gestures during sales presentations. Prompted by Scott's recent broken hand and subsequent awareness of his own gestures, the duo explores the critical nuances of non-verbal communication in sales. They contrast high-energy, large gestures used in public speaking with the smaller, controlled, and deliberate movements required for sales presentations to build trust and confidence. The episode provides a practical breakdown of specific hand gestures and body language habits, including: The power of open palms: Signifying openness and honesty. Fidgeting as a crutch: Why clicking pens, swiveling in chairs, or twirling objects signals confusion and lack of confidence. The aggression of pointing: Why you should never point directly at a customer, and what to do instead. The importance of stillness: How to control your body while listening to demonstrate engagement. Mirroring vs. Matching Energy: How to read the room and reflect the customer's vibe without mimicking their anxiety. Ultimately, the hosts encourage sales professionals to videotape themselves to identify distracting habits and practice delivering their message under the constraint of controlled, deliberate movement.

Show notes

Sep 16, 202630 min

The Three Deadly Sins of Professional Selling

In this episode of "The Selling Podcast," hosts Scott and Mike dive deep into the foundational behaviors that separate true sales professionals from the amateurs. Moving beyond simple tactics, they identify three critical mistakes that a professional salesperson should never make. The discussion covers: Talking more than you listen: Drawing parallels to the medical field, they argue that "prescription without diagnosis is malpractice." Salespeople must act as diagnosticians, asking broad questions and narrowing down to root causes before presenting solutions. Lying, exaggerating, or hiding problems: Scott and Mike emphasize that honesty regarding product limitations builds long-term trust and protects reputation, which is far more valuable than a single commission check. Chasing unwilling prospects: The hosts discuss the futility of "splashing around the lake trying to catch one fish." They distinguish between desperation and persistence, advising sales professionals to accept "no" gracefully and focus their energy on engaged buyers.

Show notes

Sep 7, 202630 min

Integrity: The Missing Ingredient in Sales Perceptions

In this episode of "The Selling Podcast," hosts Mike and Scott engage in a deep philosophical discussion about the role of integrity in life and professional sales. Following up on previous conversations regarding trust and manipulation, they establish integrity as the necessary precursor and base for successful selling. The hosts explore defining integrity not just as a moral compass, but as "integer"—being whole, incorporated, and aligned in your intentions and actions, even when no one is watching. While acknowledging the unfortunate stigma that sales is an untrustworthy profession, they argue that top-performing professionals view integrity as non-negotiable. Mike and Scott introduce the "Integrity vs. Skill" matrix, asserting that while integrity without skill is admirable but ineffective, skill without integrity is merely manipulation. They also share personal anecdotes about tactical errors in judgment, the challenge of fluctuating moral compasses under pressure, and how they screen for integrity during the hiring process. Ultimately, they advocate for adopting a "fiduciary" mindset—placing the client's best interest first—as the future of the sales profession.

Show notes

Sep 2, 202635 min

Why You Can't "Build" Trust (And What To Do Instead)

In this episode of "The Selling Podcast," hosts Scott and Mike engage in a philosophical debate regarding the nature of trust. Kicking off with some lighthearted banter and statistics showing men are slightly more trusting than women, they dive deep into whether trust is an inherent "on/off" switch or something that is incrementally earned over time. Scott argues that trust is a default setting—an on/off switch that exists until violated. He contends that you don't "build" trust; you only maintain it or lose it. Conversely, Mike views trust as incremental, built by stringing together successful experiences, much like adding fibers to a rope or verifying a rock-climbing knot. The hosts use real-world examples from extreme sports, marriage, and sales interactions to explore the roles of intent, confidence, and history in restoring trust after it has been broken.

Show notes

About the show

Join your seasoned (slightly graying but still very spry) sales pros, Mike and Scott, who collectively boast over 50 years of crushing quotas (and racking up enough airline and hotel points to live perpetually in a suite). They're not just here to drop wisdom; they're here to deliver a potent mix of "deep-ish thoughts and some truly mediocre advice" (their words, not ours... mostly) on everything from closing monster deals to navigating the wild ride of life.

Every week, prepare for unfiltered stories, battle-tested philosophies, hard-earned insights, and enough random tangents to keep you laughing – and learning! They even drag in some special guests (who usually offer the really deep insights, just between us) to elevate the conversation even further.

Whether you're a seasoned sales manager, a hungry rep grinding for commission, or just someone who wants to understand the human element of persuasion, Mike and Scott cut through the fluff with their signature blend of sharp sales strategies and hilarious banter.

Stop wishing for more sales, start getting them! Hit subscribe, join the conversation, and let Mike and Scott help you sell better, live better, and most of all... enjoy all of it!

Battle-tested strategies

Closing techniques, pipeline management, and follow-up tactics from 50+ years in the field.

For every sales professional

Whether you're a hungry rep, a seasoned manager, or exploring a career in sales.

Career growth insights

From landing your first role to leaving sales gracefully — real talk on the full journey.

Hilarious & human

Deep-ish thoughts and mediocre advice, delivered with the banter only Mike and Scott can bring.

320

Episodes

5.0 ★

Apple Rating

Ratings

2020

Active Since

Meet your hosts

Two slightly graying (but still very spry) sales pros with a combined 50+ years of crushing quotas — and racking up enough airline points to live perpetually in a suite.

Mike Williams

Co-Host

A seasoned sales professional with decades of quota-crushing experience. Mike brings battle-tested philosophies, practical frameworks, and a knack for turning complex sales challenges into actionable advice.

Scott Schlofman

Co-Host

Scott pairs deep sales expertise with a sharp wit and genuine curiosity about what makes people buy. From pipeline strategy to career transitions, he helps listeners sell better and live better.

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info@thesellingpodcast.com

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