All Episodes
Displaying 1 - 30 of 60 in total
Solo Ep - End of Year Personal, Professional, and Podcast Wrap-up Update
As 2024 comes to a close, and sights set on 2025, Andrew discusses major life updates including his introduction to fatherhood, his growing and evolving consulting bus...

Ep. 58: You Don’t have to Discount with David Brock and Guest Host Mitchell Kasprzyk
Another special guest host episode featuring Mitchell Kasprzyk. In this episode, Dave Brock shares his unique journey into sales, highlighting the importance of under...

Ep. 57: RFP Turnaround and $5 Million Dollar Deal with Vince Beese
In this episode of the Deal Stories podcast, Vince Beese, a seasoned sales leader with extensive background in sales, shares insights from his career, and focusing on ...

Ep. 56: Part II - $5 Million Digital Banking Deal with Chas Puleo
Chas Puleo, Senior Sales Executive at Alkami, returns to in this follow-up episode to last week's conversation (Ep. 55) to discuss the closing of a 2-year, $5 million ...

Ep 55. Transformative $5 Million Digital Banking Deal with Chas Puleo
Chas Puleo, a senior sales executive at Alkami, shares his experience in closing a transformative $5 million deal in the digital banking space. This episode covers the...

Ep. 54: How the New Leader Leverage Podcast was Started
Quick episode here. Talking a bit behind the scenes of 'how' the new Leader Leverage Podcast came to be. You can find link to the YouTube of Ep 1 of Leader Leverage Po...

Ep. 53: Million Dollar Deal, Billion Dollar Outcomes with Rob DeSantis
Starting by handing out flyers in grocery stores, Rob DeSantis worked his way to become a world-class seller, co-founder, and angel investor. Rob is a Co-Founder at ...

Teaser - Preview of Million Dollar Deal Billion Dollar Outcomes Ep featuring Rob DeSantis out now on YouTube
Check out the Full Length Episode on YouTube where Rob shares the deal stories that standout from his illustrious career so far. Questions, comments, ideas - reach ou...

Ep. 52: Airline Innovation Deal Featuring Guest Host & Sales Expert Andy Paul
Mitchell Kaspryzk re-joins the podcast this time as a guest host featuring a discussion with renowned sales expert Andy Paul. Andy shares insights from his extensive c...

Ep. 51: Turning a Customer into a Platform Champion with Ian McDonald
Ian McDonald shares a large deal, where his company first landed the initial product sale, and the process of working hard to make them into a successful multi-product...

Ep. 50: Bottom up and top down 6-figure deal and career learnings featuring Chris Orlob
Episode 50. Thank you for listening this far. More to come!In this episode we welcome Chris Orlob who shares his boomerang journey from seller to startup founder to Sa...

Ep. 49: Fluint Customer Story - Patiently Selling an Industry Giant with Hailey Ben-Izhak
Haley Ben-Izhak shares insights into closing a significant deal with a top home care provider in the US, highlighting the challenges and strategies involved. Backgrou...

Ep. 48: Embrace Outliers, Move Quick, and Win with Caleb King
Caleb King, a founding Account Executive at Supered, discusses an unusual yet highly successful deal from his time at HubSpot, emphasizing the importance of recognizin...

Ep. 47 Fluint Customer Story: The What, How, and Who Business Case with Mitchell Kasprzyk
Mitchell Kasprzyk, VP of Sales at Compyl, shares a pivotal deal story that led to a significant funding round for his organization. His journey from opera singer to sa...

Ep. 46: Fluint Customer Story: The Business Case to Win a Fortune 500 Deal with Samantha Price
Samantha Price shares her career journey from journalism to sales and details a recent significant deal she closed at Persefoni. She highlights the unique challenges o...

Ep. 45: Breaking the Model and Getting Deals Done with Organic Social featuring Entrepreneur Adam Robinson
Welcome to a special, non-traditional episode with founder Adam Robinson. His perspectives around organic/social marketing and product lead growth (PLG) have guided th...

Ep. 44: Fluint Customer Story featuring Greg Crisci Selling with Narrative and Numbers
Greg Crisci discusses his unique approach to selling childcare benefits to enterprises, emphasizing the importance of storytelling and business cases. He shares a nota...

Ep. 43: Don't Stop Believing with Scott Ingram
In this episode, Scott Ingram shares his journey through a significant sales deal that not only secured a world-class client but also exemplified the power of teamwork...

Ep. 42: Three Week Deal Cycle with Fluint's One-Page Business Case Featuring Jarred Knapp
In this episode of "How the Deal Was Done," Jarred Knapp, an enterprise AE at SPS Commerce, shares his journey from kinesiology to sales success. He details closing a ...

Ep. 41: Networking, Mentoring, & Getting the Deal with Bijay Mathew
In this episode of "How the Deal Was Done," Andrew Kappel and Bijay Alex Mathew discuss a major deal with a leading athleisure retailer facilitated through a key partn...

Ep. 40: Exec Alignment, Surprise Onsites, and End of Quarter Plays to get the Deal featuring Eric Hamilton
In this episode, Eric Hamilton, experienced sales leader shares insights on successfully closing a $900k total contract value transaction. And how to navigate a comple...

Ep 39: Complex International Financial Services Deal with Bion Behdin, Co-Founder and CRO First AML
In this episode, Bion Behdin, Chief Revenue Officer of First AML, shares insights into winning a near million-dollar deal in the financial services and regulatory tech...

Ep. 38: Rep Boomerang 7-figure Transformation Deal featuring Shawn Curtis
Shawn Curtis shares an intense negotiation involving a high-stakes deal at Spreedly, a payments orchestration company. He discusses overcoming internal challenges, str...

Ep. 37: How the Deal Was *Not* Done, Navigating Cultural Differences with Colin Specter
Colin Specter shares his experiencing becoming the top seller at his company and a formative deal that he fell short on and what he learned from it. Background: Coli...

Ep. 36: Playing the Long Game to Win Deals, Stay Agile, and Keep Going featuring John Barrows
John Barrows, one of the top sales trainers and thought leaders, joins for a look back on his journey and fun discussion on a particularly large and memorable deal fro...

Ep.35: Selling the Vision Before Building the Product featuring Amanda Brem, Founder - The Brem Method
Amanda Brem, founder of the Brem Method, recounts how she pitched and executed her first academic coaching course for pre-medical students, overcoming skepticism and c...

Ep. 34: Bringing the Juice to Win Tough Deals featuring Drew Wills
Drew Wills shares his journey from a senior in college struggling to find a job to impressive runs at LinkedIn and Gong and now becoming VP of Sales at Brilliant. Drew...

Ep. 33 Help your Customers Win to Close Big Deals featuring Tom Cates, Founder Brookeside and Encompass- CX
Ep. #33 featuring entrepreneur Tom Cates who has a decades long career as a consultant, sales leader, and software founder. Tom got his start in sales with IBM, an MBA...

Ep. 32: Helping your customer leave a legacy to close a big deal with Donald Kelly
Donald Kelly, highlights the challenges and strategies involved in closing a large-scale deal with a school district. Kelly shares insights on the importance of acting...

Ep. 31: Avoiding POC Hell to win a $4 million enterprise deal in 10 months with Jake Dunlap
Jake Dunlap, CEO and Founder of Skaled Consulting, has worked on thousands of deals, and now he shares his expertise with organizations looking to accelerate their gro...
