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What does it take to transform a branded bottle, venue sponsorship, or cocktail program into a meaningful—and profitable—customer experience?
In this episode of Sales Momentum, Howard Wolpoff speaks with Diane Karle, CEO and Co-Founder of theFACTOR Agency, about the strategy behind alcohol partnerships in sports, entertainment, hospitality, and live events.
Diane explains how she recognized an underserved opportunity in licensed wine and helped create programs connecting major sports organizations with alcohol brands. What began with projects such as the New York Jets’ “Jets Uncorked” wine evolved into a broader business focused on licensing, sponsorship strategy, venue partnerships, staff training, and customer engagement.
The conversation explores how teams, venues, suppliers, concessionaires, and alcohol brands can work together to generate revenue and create memorable experiences. Diane also shares examples involving Del Mar, the Breeders’ Cup, USA Today’s wine club, hospitality programs, and premium tasting experiences.
Howard and Diane ultimately bring the discussion back to the fundamentals of successful selling: research, preparation, prioritization, creativity, and a clearly defined value proposition.
IN THIS EPISODE
KEY TAKEAWAYS
Find the unmonetized opportunity.
Diane built her business by recognizing a category that sports organizations had not fully developed. Strong salespeople look for gaps where value exists but a clear solution has not yet been offered.
Sell the complete business outcome.
The opportunity is larger than placing a logo on a product. The most effective partnerships connect licensing, distribution, customer engagement, venue operations, sponsorship objectives, and revenue generation.
Lead with research.
Research allows sales professionals to enter conversations with informed ideas. Even when the initial idea is not exactly right, it can uncover the prospect’s actual priorities and lead to a stronger proposal.
Create value for every participant.
Successful partnerships need to benefit the team or venue, the brand, the supplier, the concessionaire, and ultimately the customer or fan.
Extend the experience beyond the venue.
Retail promotions, homegating programs, tastings, wine clubs, and other experiences help fans feel connected—even when they are not attending the event.
Stay focused on the best opportunities.
Creativity can generate many exciting possibilities, but sustainable growth requires prioritization. Diane emphasizes pursuing the opportunities most likely to advance the company’s immediate goals.
CHAPTERS
00:00 – Sales Momentum introduction
01:03 – Introducing Diane Karle and theFACTOR Agency
01:58 – Why alcohol partnerships are an exciting sales category
02:40 – Discovering the opportunity in licensed sports wine
05:40 – The story behind Jets Uncorked
08:00 – Moving beyond licensing into broader partnerships
10:54 – How theFACTOR Agency structures its relationships
12:24 – Developing the USA Today wine club
13:45 – Compliance, licensing, and the value of category expertise
15:57 – The Del Mar and Breeders’ Cup experience
18:31 – Training venue staff and sponsor representatives
20:31 – The future of experiential partnerships
23:09 – Engaging fans outside the stadium
25:17 – Prioritization and sustainable business growth
27:22 – Using research and AI to prepare for sales conversations
29:38 – Final lessons and closing thoughts
ABOUT THE GUEST
Diane Karle is the CEO and Co-Founder of theFACTOR Agency. She specializes in developing strategic partnerships involving alcohol brands, sports organizations, entertainment properties, venues, hospitality companies, and media organizations.
Her work encompasses licensing, sponsorship strategy, partnership development, experiential marketing, staff education, revenue generation, and the operational complexities of bringing alcohol programs to market.
Connect with Diane Karle and theFACTOR Agency:
https://www.thefactoragency.com/
ABOUT THE HOST
Howard Wolpoff is a sales and leadership coach who helps professionals strengthen their selling skills, develop better strategies, and build lasting momentum.
Learn more about Howard’s coaching and resources:
www.HowardWolpoff.com
CALL TO ACTION
If you enjoyed this conversation, subscribe to Sales Momentum, share the episode with someone in your network, and leave a comment or review with your biggest takeaway.
What overlooked opportunity could you help one of your prospects turn into new revenue?
HASHTAGS
#SalesMomentum #SalesStrategy #BusinessDevelopment #PartnershipMarketing #SportsMarketing #ExperientialMarketing #Sponsorship #Leadership #RevenueGrowth #SalesLeadership #Podcast
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
In this episode of Sales Momentum, host Howard Wolpoff sits down with Marcia Dempster, Vice President of Channel Sales at Securonix, for a conversation that connects cybersecurity, sales leadership, and the human side of success. Marcia shares how teamwork, curiosity, and trust drive results in an industry where relationships are just as critical as technology.
🎯 Key Takeaways
1. Cybersecurity is a team sport.
Marcia reveals that protecting clients and data isn’t a one-person job—it’s built on collaboration between vendors, partners, and customers. Success comes from communication and shared goals, not silos and competition.
2. Sales never stops teaching.
From her early days in sales to leading global teams, Marcia talks about the lessons that keep repeating themselves: listen more, stay curious, and never stop learning. Every deal and every challenge adds a new skill to your playbook.
3. Relationships drive everything.
At the heart of every sale is trust. Marcia explains how investing in authentic relationships leads to loyalty and long-term success, especially when the stakes are high and solutions are complex.
4. Leading with empathy builds results.
As a mentor and leader, Marcia discusses how empathy fuels accountability, resilience, and stronger teams. Her approach blends compassion with clear expectations—a formula that gets results without burning people out.
👤 About Marcia Dempster
Marcia Dempster serves as Vice President of Channel Sales at Securonix, a leader in next-generation cybersecurity analytics. With decades of experience in sales leadership and partner development, she brings a unique perspective on how curiosity, collaboration, and adaptability can elevate both people and performance.
✨ Memorable Moments
💬 Why This Episode Matters
Whether you’re in sales, leadership, or tech, this conversation is a reminder that success isn’t about the perfect pitch—it’s about people. The best teams learn together, grow together, and protect each other’s blind spots. Tune in for a masterclass in resilience, curiosity, and what it really means to sell in a world built on trust.
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
Too many sales teams are stuck—grinding through call blocks, sitting in trainings, and attending meetings—yet still falling short of their potential. Why? Because the real issues holding them back aren’t always visible on the surface.
In this episode of Sales Momentum, host Howard Wolpoff speaks with Karla Saladino, Managing Partner of Mirador Real Estate. Karla takes you beyond the numbers and surface-level metrics. Drawing from real coaching scenarios, he reveals how to identify the hidden performance gaps that limit results—and how to address them with strategy, structure, and accountability. From salespeople who can't break through performance ceilings to leaders unsure where to focus their coaching energy, this episode is packed with takeaways that will reshape how you view your team’s growth path.
Whether you're leading a small team or running a national sales force, this episode will help you sharpen your coaching lens, refocus your leadership energy, and start driving the kind of momentum that leads to consistent, measurable wins.
🔑 In This Episode, You’ll Learn:
📌 Ideal for:
Sales leaders • Sales coaches • Small business owners • Sales managers • Revenue operations professionals • Anyone responsible for team performance
🔗 Stay Connected:
💼 Connect with Howard Wolpoff on LinkedIn
🌐 Learn more at HowardWolpoffSWC.com
📩 For coaching inquiries: [email protected]
💼 Connect with Karla Saladino on LinkedIn
🌐 Learn more at MiradorRealEstate.com
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
What does it take to go from making 500 cold calls a day to leading high-performing sales teams in an AI-driven world? In this episode of Sales Momentum, host Howard Wolpoff sits down with Kevin McLenithan, VP of Sales at RevScale AI, to uncover the hard-earned lessons from his journey—spanning from military discipline to mastering relationship-based sales.
🔹 How AI is transforming franchise sales & lead generation
🔹 Why scripts aren’t the enemy—but sounding robotic is
🔹 The real key to client loyalty (hint: it’s not just closing deals)
🔹 Learning from mistakes & “negative aha moments” in sales
🔹 Transitioning from an individual contributor to a leader—what really changes
This episode is packed with insights on resilience, adaptation, and how technology is shaping the future of sales. Whether you’re on the front lines of cold calling or leading a sales team, Kevin’s journey and leadership philosophy will leave you with valuable takeaways.
Learn more about Kevin at https://www.linkedin.com/in/kevinmclenithan12/ and RevScale AI at https://www.revscale.com/
🎧 Listen now and discover how to sell smarter, lead better, and build relationships that last.
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
In this episode of Sales Momentum, host Howard Wolpoff welcomes Remy Piazza, a seasoned Chief Revenue Officer with 20+ years of experience leading growth in both private and public companies. Remy is also the founder of Powerhouse Consulting, where he helps organizations sharpen their vision and optimize sales strategies.
Remy brings a wealth of insight into what makes a sales organization succeed—not just from the individual contributor level, but at the leadership level as well. He and Howard explore what it takes to evolve from salesperson to sales leader, why leadership development often falls short in sales organizations, and how belief, strategy, and the rise of AI are changing the game.
Key Topics Discussed:
From Salesperson to Sales Leader
Why Sales Leadership Is Undervalued
The Power of Belief in Sales
Strategy + Execution = Results
AI’s Growing Role in Sales
Essential Tools for Sales Leaders
Top Takeaways:
🎧 Listen in for a powerful, practical conversation that offers both inspiration and action steps for today’s sales leaders.
Connect with Howard Wolpoff: linkedin.com/in/howardwolpoff
Connect with Remy Piazza: linkedin.com/in/rpiazza
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
🎙️ Episode Title: “From the Court to the C-Suite: A Sales Career Built on Relationships and Learning”
🔹 Host:
🔹 Guest:
🔑 Key Topics Covered:
💼 Sales Journey and Career Growth:
🧠 First Sales Role & Learning Curve:
🏀 Sales & Sports – Parallels in Competitiveness:
📈 Leadership & Sales Management:
🧩 Transitioning to Management:
📚 Developing Sales Teams:
🧭 Sales Philosophy:
🗣️ Customer-Centric Selling:
🧠 Sales Preparation:
💡 Takeaways:
Howard Wolpoff - https://www.linkedin.com/in/howardwolpoff/
Michael Jones - https://www.linkedin.com/in/mzj11/
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
In this compelling episode of Sales Momentum, Howard Wolpoff sits down with Kate Hurley, an accomplished CIO-turned-entrepreneur who’s stepping into the world of sales for the first time in her impressive career. After years of leading tech strategy and operations for major real estate firms like CBRE and Madison International Realty, Kate is now the founder of Sage Inc., helping companies save time and money through smart technology solutions.
But there’s a twist—Kate now finds herself as the sole salesperson for her growing business.
Together, Howard and Kate dive deep into the mindset shift, the unexpected lessons, and the challenges that come with transitioning from internal operations to external sales. From building relationships to learning the art of patience in the sales cycle, Kate offers a raw and insightful look at what it means to start from scratch in sales—even when you’re already a seasoned executive.
What You’ll Learn in This Episode:
Key Quote:
“You’re stacking a job you don’t know—sales—on top of the two or three jobs you’re already doing as a founder. That’s a challenge I didn’t fully prepare for.” – Kate HurleyAbout Kate Hurley:
Kate is the founder of Sage Inc., a New York-based technology advisory firm. With decades of experience as a Chief Information Officer, Kate brings her operational excellence and client-facing insight to help organizations become more efficient, secure, and scalable.
Tune In To Learn:
✅ Why sales isn’t just pitching—it’s strategy, patience, and service
✅ How being “tech fluent” can both help and hinder your sales growth
✅ What every founder should consider about sales before they launch
Let’s Build Your Sales Momentum:
👉 If you’re a founder, executive, or transitioning pro navigating your first real sales journey—this episode is for you.
🎧 Available now on Spotify, Apple Podcasts, and all major platforms.
Connect with Howard:
LinkedIn: Howard Wolpoff
Website: www.HowardWolpoffSWC.com
Connect with Kate:
LinkedIn: Kate Hurley
Sage Inc.: www.sage.inc
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
Sales Momentum Podcast - Episode: Crafting Vision and Sales Success
Host: Howard Wolpoff
Guest: Chris Isley, Vice President of Sales, The Temeka Group
Episode Summary:
In this episode of Sales Momentum, host Howard Wolpoff sits down with Chris Isley, Vice President of Sales at The Temeka Group, to discuss how strategic store build-outs impact customer experience, branding, and ultimately, sales success. Chris shares insights into The Tameka Group’s journey from residential signage to building retail spaces for major brands and evolving industries like cannabis, sports, and museums.
Key Takeaways:
🔹 The Evolution of The Temeka Group – Started in 1991 with directional signage for new home developments, later expanding into retail stores and beyond.
🔹 Retail Design & Customer Experience – How the right store layout impacts product presentation, customer flow, and compliance (especially in regulated industries like cannabis).
🔹 Business Development Strategies – Exploring new markets, including museums, sports stadiums, and medical offices, to adapt to the evolving retail landscape.
🔹 The Power of Storytelling in Sales – How sharing past project experiences (like the George Jones Museum) builds trust and helps clients envision their ideal store.
🔹 Sales Team Development – Strategies for turning route salespeople into top performers by encouraging deeper client engagement and understanding customer needs.
Notable Stories & Insights:
✨ The George Jones Museum build-out: How broken Grammys and a legendary country singer’s lawnmower told a compelling brand story.
✨ Cannabis retail design: From compliance to customer experience, how The Tameka Group has built 800 dispensaries in 24 states.
✨ Sports stadium retail: The importance of blending history and storytelling into merchandise spaces.
Actionable Sales Advice:
✔️ Understand your client’s vision and industry requirements.
✔️ Use storytelling to create emotional connections and build trust.
✔️ Adapt sales strategies based on customer priorities—efficiency vs. experience-driven retail.
✔️ Encourage sales teams to go beyond surface-level interactions to uncover new opportunities.
💡 Key Quote:
"You never know where the next opportunity will come from. The key is to stay persistent, tell the right story, and build relationships that turn into long-term success." – Chris Isley
🔗 Follow Howard Wolpoff: LinkedIn | Website
🔗 Connect with Chris Isley: LinkedIn | The Temeka Group
📢 Join the Conversation: Share your thoughts on LinkedIn or tag us on social media!
📩 Subscribe for More Sales Insights!
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
Sales Momentum Podcast – Episode Notes
Title: Mastering Sales Across Industries featuring Greg Sharp
Host: Howard Wolpoff
Guest: Greg Sharp, President of The Retaja Group
Episode Overview:
In this episode of Sales Momentum, we dive into the fascinating career of Greg Sharp, a sales leader with experience spanning technical sales, real estate, and capital raising. We explore his journey from engineering to sales, his bold career shifts, and the lessons he's learned in building businesses and closing deals across different markets.
Key Discussion Points:
Final Takeaways:
Learn more at https://retajagroup.com/
🔹 Subscribe to Sales Momentum for more insights and strategies from top sales professionals.
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
In this episode of Sales Momentum, Howard Wolpoff sits down with Professor Pete Alexander, a seasoned entrepreneur and sales leader, to discuss his journey in turning around a failing business, navigating through the challenges of COVID-19, and growing a company that specializes in designing and maintaining lush office environments. They explore the sales strategies that have helped his business not only survive but thrive in a competitive market.
Key Takeaways:
1. The Journey to Entrepreneurship
2. Overcoming the Impact of COVID-19
3. Sales Strategies for Sustainable Growth
4. The Long-Term Value of Client Relationships
Final Thoughts:
Professor Pete’s journey highlights the power of resilience, adaptability, and strategic sales initiatives in business success. His ability to navigate challenges, particularly during the pandemic, serves as a blueprint for entrepreneurs looking to create sustainable and growing businesses.
Connect with Us:
🔹 Host: Howard Wolpoff - https://www.linkedin.com/in/howardwolpoff/
https://southwesternconsulting.com/coaches/howard-wolpoff/
🔹 Guest: Professor Pete Alexander - https://officeplants.com/
🎙️ Subscribe to Sales Momentum for more insights on sales strategies, business growth, and leadership.
We hope you found valuable insights to help you lead smarter, sell better, and build lasting relationships. If you enjoyed today’s conversation, don’t forget to subscribe, rate, and leave a review! Your feedback helps us bring more game-changing content to elevate your sales game.
Stay connected with me on LinkedIn, https://www.linkedin.com/in/howardwolpoff/, and follow for more updates, tips, and exclusive content from the world of sales leadership.
Click https://www.HowardWolpoffSWC.com to address sales coaching.
👉 Have a topic or guest suggestion? We’d love to hear from you — reach out and let us know how we can make the next episode even better!
Keep pushing forward, keep evolving, and keep making those sales! 💥
From the publisher's feed
Sales Momentum is a podcast that explores the art and science of sales, featuring insights from top sales leaders across diverse industries. Each episode dives into sales strategies,…