Tom Alaimo
Creating Distance
Creating Distance shares inspiring interviews from the best and brightest minds in B2B and Tech Sales. Each episode brings you raw, unfiltered conversations from legendary salespeople, high-performing reps, and forward-thinking sales leaders to help inspire the next generation of sellers. We explore their come-up stories—the early grind, the pivotal moments, the failures, the breakthroughs—and how these individuals created distance between themselves and the competition so you can take what’s real and apply it to your own sales journey. If you're looking to separate yourself from the pack, thi...
Author
Tom Alaimo
Category
Podcast website
Latest episode
Dec 19, 2025
Where to listen?
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Episodes
275: From A Fear of Sales to Multi-Time VP Sales w/ Mor Assouline 03.02.2022 52:16
Mor Assouline is the Founder of "From Demo To Close", which is a sales demo coaching program for AEs in B2B SaaS companies. He also runs the SaaS talks podcast. Prior to that, he was the VP Sales at Okendo and PracticePanther and held multiple sales roles. In this conversation, we discuss: Why Mor quit on day 1 of his first sales job Overcoming cold call anxiety How an accountability buddy was a c...
274: Finding The Grit To Be A Great Salesperson, Nate Richard, VP GTM at Databased 27.01.2022 42:30
Nate Richard is the VP GTM at Databased. Prior to that, he held several sales management roles at Qualtrics, which was acquired by SAP. This was originally recorded for the Pavilion Podcast but was TOO GOOD not to include here. In this conversation, we talked about: Nate's come-up story in door-to-door sales The mindset he had to develop to be successful His impressive run of funding, acquisition...
273: How To Find A Sales Job Right Now (Live Episode) 25.01.2022 39:20
In this solo episode, I go LIVE on LinkedIn to talk about how SDRs or salespeople can get hired in this crazy job market right now. Check it out or send it to someone who's at this stage in their journey. Here's the outline we walked through: Backstory of why we're doing this Why sales? Know this answer for yourself Basics: get your LI and resume "sales ready" Get specific on what you want Check L...
272: How To Structure Your Day For Success w/ AJ Giaccia, Enterprise AE at Tines 20.01.2022 51:59
AJ Giaccia is an Enterprise Account Executive at Tines, a security automation platform company. Prior to that, he has been in Enterprise sales at Tray.io, Retain.ai, Hustle and began his career at KPMG in Accounting. He played football at Oberlin college and coached football for several years during his sales career. In this conversation, we discuss: AJ's transition from accounting to sales early...
271: Be A Master In Time Manipulation (Solo) 18.01.2022 12:15
If we all have 24 hours, why do some people get SO MUCH stuff done? The most successful people don't "manage" their time, they manipulate it to their advantage. First, they ruthlessly prioritize their lives. If you want to bend time, you can’t be wasting an hour on Instagram everyday or on a dozen meaningless meetings per week that don’t serve you. They know where they want to go and create time t...
270: Dale Dupree: Lessons From The Most Creative Salesperson You’ll Ever Meet 12.01.2022 52:39
Dale Dupree is the Founder and CEO of The Sales Rebellion, Host of the Selling Local podcast and Inductee in the Sales Hall of Fame (Yes, that's a thing). Formerly, Dale was known as "The Copier Warrior" and was one of the top salespeople in the world of copiers. In this conversation, we talked about: How Dale got into sales after being in a professional band The birth of "The Copier Warrior" His...
269: Pain + Reflection = Progress 11.01.2022 17:24
"Pain + Reflection = Progress" -Ray Dalio In this solo episode, I share a few updates with where the podcast (and my life) is going in 2022 and breakdown the book "Principles" by Ray Dalio, one of the world's greatest entrepreneurs and Hedge Fund managers. If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts? It takes less than 60 seconds, and it really make...
268: We Don’t Need New Year’s Resolutions In Sales (Solo) 06.01.2022 14:29
We made it to 2022, people! In this quick solo episode, I share why I don't do New Year's Resolutions, how I break down my year behind and set up the year ahead for goals & new habits. If you enjoy the podcast, would you please consider leaving a short review on Apple Podcasts? It takes less than 60 seconds, and it really makes a difference in helping to grow this show and find the best guests pos...
267: Nikki Ivey Tells A POWERFUL Story About Sales, Culture & Motherhood 16.12.2021 1:01:23
Nikki Ivey is the Head of Growth Development at Cultured Perspectives, Co-Founder of the SDRdefenders and was named a LinkedIn Top 10 Voice In Sales. She's spent the past 10+ years in different sales roles, from automobiles to software and everything in between. She has one of the most powerful stories to share in the B2B sales world and I'm ecstatic to deliver it to you all today. In this convers...
266: Driving End Of Year Urgency w/ Jason Saline, VP Sales @ CB Insights 08.12.2021 49:58
Jason Saline is the VP Sales at CB Insights. Prior to that, he was in sales at Axial and worked in Finance at KBC Securities and S Goldman Capital. In this conversation, we discuss: Jason's transition from finance to sales 5 years into his career His initial sales successes and challenges Sticking in one industry (Finance) to build out his reputable knowledge How to drive urgency in your Q4 deals...
265: How Pavilion (Revenue Collective) Can Change Your Career w/ Laura “LG” Guerra 01.12.2021 29:15
Laura "LG" Guerra is the VP of Growth at Pavilion (formerly Revenue Collective). Prior to that, she was the Sr. Director of Sales at RingDNA, Director of Sales at EAT Club, and Sales Director at Whil Concepts. Laura is passionate about all things sales, leadership, fitness, golf & up-leveling herself. In this conversation, we discuss: How D1 cheerleading prepared her for the world of sales Having...
264: Ryan Heaphy – How Qualia Builds The Navy SEALs of Sales Teams (Throwback) 24.11.2021 58:55
Ryan Heaphy is the Director of Sales at Qualia, which recently raised a $65M Series D and is valued at over $1B (unicorn status). Put simply: Ryan Heaphy is focused on creating the Navy SEALs of sales teams - the most disciplined, focused, powerful team in Austin. Ryan and I had an outstanding conversation talking about his post-grad life in the Caribbean, his failure to success story in sales, an...
263: How To Work The Job Market w/ Darin Alpert at RepVue 18.11.2021 49:09
Darin Alpert is the VP Strategy at RepVue, which connects sales reps with data about what it's really like at sales orgs and jobs to apply to. Previously, he worked at Gong, G2 and TrustRadius and founded 2 companies (both sold), one with an investment from Mark Cuban. In this conversation, we discussed: What having a dad in sales meant to him Founding a company that Mark Cuban invested in What Re...
262: From “Donut Boy” To CRO: The Wayne Morris Story 10.11.2021 57:18
Wayne Morris has gone from "donut boy" to a 2x CRO, 4x Sales Leader, and SaaS Strategic Advisor. Throughout his career, he has led sales teams at companies like Guidebook, Yahoo!, Criteo, Wonderschool, and more. Wayne has an outstanding mindset that we can all learn from as we grow and develop,. In this conversation, we discussed: What it meant to be a "donut boy" at the start of his career Sellin...
261: Hard Work Beats Talent w/ Cara Felleman, VP Sales @ Cresicor 04.11.2021 56:49
Cara Felleman is the VP Sales at Cresicor, member of Pavilion and Limited Partner at GTMfund. Prior to that, she ran Inside Sales at Resy up to their acquisition of American Express and cut her teeth selling at SinglePlatform. In this conversation, we discussed: Her unexpected start in sales How she went from almost quitting to TOP REP in a matter of months Building Resy's inside sales from the gr...
260: Be The CEO Of Your Sales Territory (Solo Episode) 27.10.2021 11:12
The biggest differentiator I see from good vs great reps? Great reps have a mentality that they're the CEO of their business. Here are concrete ways to do this 👇 1) Extreme Ownership - There are a million reasons why you do/don't hit your numbers. At the end of the day, it's not on your manager, your SDR, the competition, etc. It's yours to hit. 2) Know Your Numbers. Forecasting is an underrated...
259: Hustling, Personal Development and Mindfulness Tips w/ Collin Mitchell, CRO & Podcast Host at Salescast 21.10.2021 46:34
Collin Mitchell is the CRO at Salescast, the only fully-managed tech and service stack offering an end-to-end thought leadership platform. He is also the host of the Sales Transformation Podcast. Prior to that, Collin has been an entrepreneur, VP Sales and major sales rep in his career, starting from the ground up and grinding his way to success. In this conversation, we discussed: Growing up dirt...
258: From Addict To $100M In Total Sales w/ Ian Koniak 13.10.2021 1:00:01
Ian Koniak is my guest this week with an unbelievable story. Ian spent 18 years in Enterprise sales at Ricoh and Salesforce, collectively selling over $100M in total revenue. He has an incredible story of overcoming alcohol & drug addiction and come out as a better man on the other side. Ian is currently running his own personal and team sales coaching business, which I'd highly encourage you all...
257: Investing and Personal Finance Tips w/ Parker Ashley, VP Sales at Darktrace 06.10.2021 45:33
Parker Ashley is the VP Sales at Darktrace and one of the brightest young minds in SaaS sales leadership today. In this conversation, where we discussed all topics of personal finance: How to treat money with your first SDR job What to do when you have a BIG year as an AE How to invest your money (and where) Crypto, Bitcoin and Real Estate And much more... This podcast is brought to you by Postal....
256: The Future Of SaaS Sales w/ Ryan Neu, Vendr Founder & CEO 29.09.2021 48:42
Ryan Neu is the Founder and CEO of Vendr, the buying SaaS platform. Formerly, Ryan ran Enterprise Sales at InVision and spent nearly 6 years in sales and leadership roles at HubSpot. We had a wide-ranging conversation, where we discussed: Ryan leaving KPMG to get into sales Building his sales career at HubSpot What Vendr is doing in the SaaS sales world And much more... This podcast is brought to...
255: You’re Not “Just An SDR” with Kyle Coleman, VP at Clari (Throwback) 22.09.2021 55:51
Kyle Coleman is the VP Revenue Growth and Enablement at Clari. Prior to that, Kyle joined Looker as the 6th employee and first sales hire. In 6 years, he helped to grow the Sales Development team to 60+ people on their path to a $2.6B acquisition from Google. We had a wide-ranging conversation, where we discussed: Kyle’s career path from financial advisor to poker player to salesperson The biggest...
254: How To Make and Use Your Money As A Young Salesperson w/ Darin Dawson, Co-founder BombBomb 15.09.2021 45:25
Darin Dawson is the Co-founder of BombBomb, which helps youto connect, convert and communicate better with video messaging. In this episode, we talk about: Why video messaging is so important What young salespeople should do with their money How BombBomb succeeds while doing good in the community (and the world) And much more... This podcast is brought to you by Postal.io, A Curated Experience Mar...
253: The Power of Women In Sales w/ Gabrielle Blackwell and Alexine Mudawar 08.09.2021 57:22
Gabrielle and Alexine are Co-Founders of the Women In Sales Club. The Women in Sales Club is focused on enabling, empowering, and promoting women within the sales profession. In this episode, we talk about: Everything that's happened since GB (Ep 202) and Alexine (Ep 227) joined the show Why they founded Women In Sales and what they're working on now How GB leads her Sales Development team at Gong...
252: Building A Business And Funding Charities, Scott Milener, CEO at IntroSnap 01.09.2021 45:49
Scott Milener is the CEO of IntroSnap, which provides a way to book meetings faster and cheaper while supporting global causes important to invitees. Prior to IntroSnap, Scott was the VP Sales at Blueshift and Functionize and ran Enterprise Sales at Oracle Marketing Cloud In this episode, we talk about: How Scott got into sales His tips for closing massive, 7-figure Enterprise deals Why he decided...
251: Wildly Creative Prospecting with Dooly’s Ryan Scalera 25.08.2021 37:31
Ryan Scalera is an Account Executive at Dooly and well known across the B2B sales world for his creative prospecting skills. Prior to Dooly, Ryan spent time selling for Keenan at Gap Selling, CentralReach, EverythingBenefits and Prudential, to name a few companies. In this episode, we talk about: How becoming a dad brought Ryan into sales What is was like to sell for Keenan at Gap Selling Ryan's c...
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