MySalesDay

Human-centered selling requires more than just closing deals — it means understanding people, showing empathy, and leading with purpose.

In this episode, Doug Weaver, Founder and CEO at Upstream Group, joins me to share the timeless lessons he’s learned from decades of teaching and practicing sales. From a creative career-defining win at Allure Magazine to decades of training top sellers in digital media, connected TV, online au...

Sales career growth takes more than just hitting quota. In this episode, Joe Didato — a sales veteran with over 25 years of experience in media, ad tech, and SaaS — breaks down what it really takes to advance and stay relevant. From relationship-driven selling to winning big accounts through custom value alignment, Joe shares practical wisdom that’s helped him thrive across industries. He also reflects on lessons learned the hard w...

Strategic sales relationships take time — and Erin Frey knows the payoff. As Senior Account Executive at Nexxen, Erin shares how she transitioned from the buy side to becoming a trusted, long-term partner to clients. 

In this episode, Erin dives into the power of empathy and relationship-building in a fast-moving and unpredictable sales world. We discuss how to balance transactional and strategic selling, why courage matters mor...

Sales is more than just closing deals — it’s about discipline, evolution, and knowing when to adapt.

Nik Kontoulas, Managing Director ANZ at Seedtag and CEO and Founder of JustEggs, joins me to share his journey from an ambitious young seller to launching and selling a business — twice. Nik unpacks the evolution of the sales pitch, explaining why the best sellers are those who anticipate market changes before anyone else. He also d...

What are the ingredients to a great sales pitch?

According to Matt Rosenberg, Principal Consultant at First Chair Marketing, they’re storytelling, collaboration, knowing how to find and use sales enablement help.

Matt shares insights with me from his experience leading sales solutions teams and working hand-in-hand with sellers as well as consulting for businesses with widely different sales cultures.

He discusses why tea...

Big sales typically don’t happen overnight — momentum builds in increments.

Stuart Prentice, Senior Account Executive at Nexxen, joins me to break down how resilience in sales isn’t about grinding endlessly but about recognizing and capitalizing on small wins. We discuss the power of incremental selling and keeping deals alive through consistent engagement, adding value before contracts are signed, and strategically re-igniting ...

In this compelling episode, Steve Loguidice, CEO and founder of Varisa Strategic Advisers, shares hard-earned lessons from his 22 years in the industry.

Steve talks about how he turned a long-shot pitch into a groundbreaking deal with MTV during his time at BuzzFeed. By focusing on the client’s needs and aligning with their long-term goals, Steve was able to create a campaign so effective it became the blueprint for future ...

Stephen Clifford (Cliff), Managing Director of East Coast Client Partnerships at Infillion, thinks a lot of sales professionals spend too much time behind a screen — and not enough of it getting in front of their clients.

Cliff shares how creative outreach (like a game of pickleball) and empathy-driven approaches can help sellers connect with even the toughest decision-makers. He also discusses the importance of asking tough que...

Resilience defines every great salesperson, and Nena Slifer, Vice President of Healthcare Strategic Partnerships at iHeartMedia, has embodied it in every step of her career.

From overcoming the challenges of being a young, single mother to mastering enterprise-level sales, Nena’s journey is a testament to grit, thoughtfulness, and strategic vision. She shares how she turned a rejected pitch into a multi-season podcast, the delic...

Ownership isn’t just a leadership buzzword — for Lindsey Dobbs, it’s her secret sauce for sales success. 

The Senior Director of Sales at Nexxen joins me to share how embracing ownership at every step, from preparation to delivery, has defined her career. Whether she’s building strategic partnerships or probing for insights, Lindsey’s approach exemplifies how taking charge can differentiate a sales professional in a crowded fiel...

Katie Barrett knows what it takes to win in sales — a mix of strategy, belief, and relentless preparation.

The Head of Strategic Sales at LG Ad Solutions has spent two decades honing her craft, from career-defining wins to perfecting the art of internal and external partnerships. Katie shares why belief in yourself is the foundation of every successful sale, why preparation is the ultimate sales advantage, and why savvy sel...

Internal selling can be just as critical as closing external deals. That’s why I invited Andrew Furman, General Manager - North America at Outbrain, to discuss the discipline of selling ideas within your own organization.

From dealing with hierarchical roadblocks to turning skeptics into champions, Andrew shares his story of breaking into new sales verticals at Outbrain.

Discover actionable insights on emotional intellig...

What separates a good sales professional from a great one? It starts with cultivating good relationships so your sales conversations can go deeper.

Stephanie Reustle, VP of East Coast Sales at Digital Remedy, joins me to share her tried-and-true methods for maximizing client relationships. From earning trust to turning customers into long-term advocates, Stephanie reveals the strategies that make her one of the most effecti...

Forget boring pitches — Paul McGhee, Revenue Enablement Director at Clari, knows that storytelling is the secret weapon every sales pro needs. 

In this episode, Paul unpacks how killer narratives can turn lukewarm leads into loyal customers. He’s got the blueprint for keeping it simple, solving real problems, and getting buyers to open up.

Plus, he shares why focusing on your performance — not the scoreboard — will keep ...

Paul Cassar, Head of Enterprise Partnerships at DanAds, joins me to share why relationship-based selling isn’t just a strategy — it’s the secret weapon many sales professionals take for granted. 

We share stories that blend humor, hard lessons, and high stakes, showing how listening and authentic engagement can turn casual meetings into massive deals. 

From an embarrassing misstep that ended with public criticism to a career-...

Let’s get real about what it takes to survive and thrive in the sales trenches. From daily rejection to relentless pressure, sales is a grind that can make or break even the toughest professionals.

Cole Rabschnuk, Account Executive at CarGurus, joins me to unpack the strategies and mindset shifts that keep him in the game — even when the “no’s” pile up. He opens up about what it’s like selling to some of the sharpest dealers in ...

Diligence and a heavy focus on input — that’s the mindset that has driven Ryan Picchini, VP of Channels and GTM Strategy at dotCMS, to close some of the largest deals in the competitive Martech space.

Ryan tells me how his meticulous preparation has helped him succeed against even the biggest competitors.

From a multi-million dollar deal with Edward Jones to the importance of team selling, Ryan offers valuable insights for sa...

For sales leaders trying to stay afloat in tough markets, it’s not just about what you sell but how you engage reluctant clients.

Leah Corselli, VP of US West at The Independent, has spent over two decades building relationships with hard-to-reach buyers. Leah joined me to share the strategies that helped her turn challenging clients into long-term partners and close groundbreaking deals, including a multi-picture deal with Univ...

Kevin Weafer, President and CEO of Spinar America, joins me to discuss strategies for staying grounded in the challenging world of sales.

Drawing from decades of global sales experience and unique methods of balancing emotional resilience with tactical execution, our conversation covers how to navigate the modern sales landscape, particularly during turbulent times.

From maintaining personal wellness to projecting the future ...