The Thoughts on Selling™ Podcast
The Thoughts on Selling™ Podcast

The Thoughts on Selling™ Podcast

Lee Levitt

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Episodes

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The Thoughts On Selling™ podcast explores the issues in driving enterprise sales revenue through effective pipeline development, account planning and sales performance management. Join us to learn best practices and things to avoid, with the goal of maximizing the account penetration, customer share of wallet, customer satisfaction and sales productivity of your organization. For more information and to browse the podcast library, please visit http://podcast.thoughtsonselling.com

Recent Episodes

82. Beyond the Chatbot: How Agentic AI is revolutionizing Sales with Garth Fasano
DEC 16, 2025
82. Beyond the Chatbot: How Agentic AI is revolutionizing Sales with Garth Fasano
For this episode of Thoughts on Selling, Garth Fasano joins me to discuss the massive shift happening in inside sales.Garth Fasano is an ETA (Entrepreneurship Through Acquisition) entrepreneur and leader of a high-growth startup focused on autonomous sales.From sailing mishaps in Long Island Sound to the complexities of call center Erlang models, We discuss the evolution of the "inside sales" role and explore how "Agentic AI" is moving beyond simple decision trees to becoming the top-performing sales agent—one that is fully caffeinated and ready to sell 24/7.Key Findings & Takeaways:The "Best Day" Every Day: The biggest advantage of Agentic AI isn't just automation; it's consistency. Customers want the best agent on their best day, not an agent who is 175 calls deep at 5:00 PM.Small Business is Leading the Charge: Unlike enterprises bogged down by legacy CRM integrations, small businesses are adopting autonomous sales faster. They need to capture leads instantly (e.g., a 3 AM water damage call) without the owner having to answer the phone while working a job.Visibility as a Service: Autonomous agents don't just sell; they provide "visibility as a service." Instead of a business owner guessing why sales are down, the AI can proactively report, "Conversion is down 10% because of price objections."The End of "Typing While Talking": Traditional inside sales requires reps to juggle rapport building while furiously typing data into a CRM. Agentic AI removes this friction, capturing data instantly and allowing for better customer interaction.Bot-to-Bot Commerce: The future is already here. We are seeing "agentic to agentic" conversations, such as Google's AI calling businesses to check pricing and availability on behalf of consumers.Memorable Quotes:"They want them at their 9am fully caffeinated self ready to rock and roll, not their 5pm, 175 calls deep... self." — Garth Fasano "A sales call that's scripted... That's not how sales work. That's not how people buy." — Garth Fasano "Google knows how you search... Open AI knows what you're using this information for... we're going to start to know why customers are buying." — Garth Fasano Connect with Garth:LinkedIn: Garth FasanoX (Twitter): @GarthFasano
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38 MIN
81. The Future of Sales is Looking Bright: Meet NISC Finalist and Super Star Nina Iannuzzi!
DEC 9, 2025
81. The Future of Sales is Looking Bright: Meet NISC Finalist and Super Star Nina Iannuzzi!
What do selling gum in the 5th grade and playing defense in hockey have in common with enterprise sales? According to Nina Iannuzzi, everything.In this episode, I sit down with Nina, a sophomore at the Isenberg School of Management (UMass Amherst) and a top-5 finalist at the recent National Intercollegiate Sales Competition (NISC). We relive the chaos of "speed selling" in a gym filled with 1,000 suits, discuss how to handle a curveball question from a CFO, and laugh about the moment I rudely interrupted her final sales pitch with a fake phone call.Nina brings an infectious energy that proves the future of sales is in very good hands. Whether you are a student, a sales leader, or just someone who appreciates the hustle, you will love her take on why "sucking it up" is the only way to win.Key Highlights & Takeaways:The Slime Economy: Nina’s sales career didn’t start at UMass; it started in 5th grade selling slime and gum to classmates.Defense Wins Championships: As a hockey player for 16 years (Left D!), Nina treats walking into a sales room like a puck drop: you know your job, now go execute.The "Scope" Stumble: Nina shares a vulnerable moment where a buyer kept asking about "scope," a term she wasn't fully sure how to handle in the moment. Her retrospective advice? Don't fake it—ask a clarifying question immediately.The Plot Twist: I threw a wrench in her final round by bursting in with a "phone call." Nina stayed so locked in she almost kicked me out of the room before realizing the "emergency" was just a timer on my iPhone!The Contract Slide: Nina admits her main goal wasn't just to chat—she literally slid a physical contract across the table at the 4-minute mark. Always be closing!Suck It Up, Buttercup: Her coach’s advice for sports and sales: if a lace breaks or a deal stalls, you don't call an Uber. You fix it and keep running.Memorable Quotes:"I’m a very big talker. I’m competitive... I started my first business in like fifth grade, just selling like slime and gum." — Nina Iannuzzi "You get in that room and... you sit down and you're like, I am SpotLogic... I almost wanted to act like we were friends." — Nina Iannuzzi "Suck it up buttercup or move on to bigger and better things." — Nina Iannuzzi Closing Thought:If you think the next generation of sales talent is "soft," you haven’t met Nina. Her "suck it up, buttercup" attitude is a wake-up call for seasoned professionals who might have gotten a little too comfortable. Nina proved that you don't need 20 years of experience to have sales instincts—you just need the courage to slide the contract across the table.Next Steps:Challenge Yourself: Take a page out of Nina's playbook this week. Be bold, ask the clarifying question, and don't let a "fake phone call" derail your pitch.Get Involved: Want to see this talent in action? Look into judging or sponsoring a collegiate competition like NISC.Connect: Follow Nina Iannuzzi on LinkedIn to follow her journey from UMass to the C-Suite.
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45 MIN
80. The Invisible Manager: Scaling GTM & Knowing When to Stop Selling, with Sean Gannon
DEC 5, 2025
80. The Invisible Manager: Scaling GTM & Knowing When to Stop Selling, with Sean Gannon
I sit down with Sean Gannon, founder of GTMPPL (GTM People), to answer the "unanswerable" question: Who is Sean Gannon?. We dive into a refreshing take on sales leadership—why the best managers strive to make themselves obsolete—and explore the often friction-filled relationship between sales and marketing.From the trenches of EdTech to the nuances of Sandler training, Sean shares candid stories about the transition from "spreadsheet inspection" to true coaching. We also discuss why "everyone sells" (even if they don't have a quota) and share a hilarious cautionary tale about what happens when a salesperson sticks to the script even after the customer has said "yes."Key Highlights & Takeaways:The "Obsolete" Manager: Sean argues that a manager’s ultimate goal is to make themselves invisible and obsolete; if the team can't function without you, you aren't doing your job.Everyone is in Sales: Whether you are an SDR, a CSM, or pitching a project to your boss, everyone in the organization is selling something.Marketing vs. Sales: We dismantle the old school "throw it over the wall" mentality regarding leads. Sean emphasizes that while marketing provides air cover, they must care about close rates, not just lead volume.Coaching vs. Inspection: Sean opens up about his evolution from a manager who managed by spreadsheet to a leader who focused on coaching, which drastically improved his team's retention from 18 to 36 months.The Danger of the Script: A great lesson on reading the room—Sean shares a story where a salesperson kept taking him through the Sandler "pain funnel" even though Sean was already sold and ready to buy.Authenticity Wins: Why "I don't know" is a perfectly acceptable answer that builds more rapport than faking it.Memorable Quotes:"I view my role as an executive or a sales manager... to make myself obsolete. Like, I should be relatively invisible as your manager." — Sean Gannon "Your job is to sell the meeting... not to sell the company, isn't to sell the solution." — Sean Gannon "The best sales enablement, you don't know what's being done to you. You don't know what's being done for you." — Lee Levitt Closing Thought:As Sean pointed out, the ultimate goal of a leader is to become "invisible"—building a team so competent and well-coached that they no longer need you to intervene. Are you managing by "inspection," looking for mistakes in a spreadsheet, or are you coaching for longevity?. This episode challenges us to stop hovering and start empoweringNext Steps:If you are ready to build a revenue engine that scales (and maybe finally make yourself obsolete), go say hello to Sean.Visit: GTMPPL.com Connect: Find Sean Gannon on LinkedIn for his latest observations on the industry.Listen & Subscribe: Don’t miss an episode of Thoughts on Selling. Hit subscribe wherever you get your podcasts!
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38 MIN
79. From Steeplechase Jockey to Data Geek: Mastering Sales with Diagnostics & Agentic AI with Maeve Ferguson
DEC 1, 2025
79. From Steeplechase Jockey to Data Geek: Mastering Sales with Diagnostics & Agentic AI with Maeve Ferguson
In this episode, I geek out with Maeve Ferguson, an ex-steeplechase jockey turned Big Four consultant and data expert. We dive deep into the often-overlooked power of diagnostic assessments and how "Agentic AI" is revolutionizing the way experts build sales funnels.Maeve shares how moving beyond simple "quiz funnels" to robust data diagnostics can uncover the gap between an entrepreneur's perception and their business reality, ultimately leading to higher-quality leads and closed deals.Key Highlights & Takeaways:The Power of Diagnostics: Maeve explains why diagnostic assessments are superior to standard lead magnets. They provide proprietary data that allows you to segment audiences by investment ability (Platinum to Bronze) and customize the sales journey based on their specific struggles.Unicorn Leadership Types: We discuss the "Ulta" framework—Visionizer, Strategizer, and Mobilizer. Understanding these profiles is critical not just for leadership, but for ensuring your sales and marketing teams aren't operating at cross-purposes.Agentic AI in Sales: Maeve reveals how she uses AI agents to run continuously in the background. These agents analyze who buys high-ticket items versus low-ticket items and automatically optimize ad copy to attract better buyers.The "Delulu" Factor: Data hates nature and never lies. Maeve shares amusing insights on how diagnostics expose the gap between where business owners feel they are versus what the numbers actually say—a critical leverage point for sales conversations.Sales Coaching Automation: We explore how AI agents now review sales call transcripts against frameworks to provide immediate, in-context coaching to sales reps, celebrating wins and flagging missed opportunities.Passion, Authenticity, and Curiosity: I challenge Maeve on her self-assessment as a salesperson, applying my three-part diagnostic for sales effectiveness.Resources Mentioned:Maeve’s Diagnostic: Impact Score Assessment Book Mentioned: Surrounded by Idiots by Thomas Erikson Connect with Maeve Ferguson:LinkedIn: Maeve Ferguson Substack: Maeve Ferguson This is one of the most high-energy, high-insight conversations we've had on the show!If you care about data, diagnostics, sales, or the future of AI-powered selling, you’re going to love this one.
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41 MIN
78. Purpose, Energy and Real Human Selling
NOV 25, 2025
78. Purpose, Energy and Real Human Selling
In this episode of Thoughts on Selling, I sit down with someone I truly consider a “brother from another mother” — Lester Sidney.If there’s a theme for this conversation, it’s this:👉 Sales is human work. And humans run on purpose, energy, trust, and honesty.Lester discusses his 17-year tech sales career, a couple ofunexpected detours, and the journey that ultimately led him to rediscover his why: helping people see the potential insidethemselves that they can’t yet see. What unfolds from there is one of the most honest, raw, and deeply human sales conversations we've recorded.We talk about:·      Finding purpose when life knocks you flat, including Lester’s battle with depression after leaving a company he helped build.·   The Ikigai framework and how it helped him identify a deeper purpose rooted in mentoring and coaching.·      Energy as a magnet — how the energy we project determines the people and opportunities we attract.·       Why giving beats taking, and how “pay it forward” moments shape who we become.·       The sacred role of trust in sales, and why walking away from a deal can be the single biggest credibility builder you’ll ever have.·       Extreme Ownership — and why real leaders take responsibility for everything their team does. (Yes, this comes with stories.)·       Why vulnerability isn’t weakness — it’s a sales superpower. Lester is candid about how being open unlocks deeper relationships with customers.·       The compound effect, and why small improvements add up to big transformation — in fitness, in selling, and in life.·       Raising kids with mindset, from eliminating the word can’tto teaching his son that mistakes are how we grow. ·       What Lester looks for when hiring sellers — and why coachable is the non-negotiable #1 trait.This is an episode about selling, yes — but more importantly, it’sabout being human. It’s about showing up with authenticity, owning your story, doing the hard things, and leading with heart.It’s one of my favorite episodes we’ve done. Give it a listen —and please tell me what resonates most with you!
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39 MIN