
Millennial Sales
The Millennial Sales podcast helps millennials to sell more and have a more lucrative and fulfilling career. Matching with the best and brightest in B2B and Tech Sales, Tom Alaimo will inspire, entertain you, and give you actionable steps you can take into the field.
Latest episodes

Jul 1, 2022 • 50min
312: From Credit Card Debt To Financial Freedom w/ Jennifer Welsh
Jennifer Welsh is the Founder of Money School, which helps demystify the stock market for young investors. Prior to that, Jennifer was the Founder of CultureOps, and held leadership roles at Thrive Market and ZocDoc.
In this episode, we discuss:
Jennifer's path with credit card debt
How she got interested in personal finance
Her advice for people beginning to invest their money
How salespeople should think about financial freedom
And much more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

Jul 1, 2022 • 35min
311: Ethan Carpenter on Moving From Banking To Sales
Ethan Carpenter is a Sales Executive at Four Winds Interaction. Prior to that, he was an Area Vice President at FirstBank.
In this episode, we discuss:
Why Ethan originally got into baking and finance
How and why he transitioned into tech sales
His biggest hurdles and learning moments
How he uses his growth mindset to get better everyday
And much more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

Jun 29, 2022 • 47min
310: Hannah Morris on How To Break Through Your Limiting Beliefs
Hannah Morris is a Sales and Business Coach to Creative Female Founders. Prior to that, she held sales and leadership roles at Vibe Tickets, Dreamtek and Eventbrite.
In this episode, we discuss:
How Hannah got into sales
Her path through sales leadership
Launching her own business and breaking through her limiting beliefs
And much more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

Jun 29, 2022 • 37min
309: Morgan Buchanan on Transitioning From Ballet Dancer To SDR
Morgan Buchanan is a Sales Development Rep at Spekit. Prior to that, she spent 10+ years as a professional ballet dancer.
In this episode, we discuss:
Her professional dancing career and correlation to sales
Why and how she transitioned into tech
How Morgan's booking meetings right now
And much more..
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

Jun 18, 2022 • 51min
308: Chris Orlob, #2 US Employee at Gong, On How To Craft Your Career
Chris Orlob is the Head of Multi-Product Revenue at Gong and was Gong's #2 US employee.
In this episode, we discuss:
Chris's start in sales
Launching his own company
Joining Gong as employee #2
How to use hard work, skill development and risk tolerance to separate himself
And much more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

Jun 18, 2022 • 25min
307: How To Break Into Tech Sales w/ Drew Piper, SDR at Reward Gateway
Drew is a Sales Development Representative at Reward Gateway.
In this episode, we discuss:
Passing by University to get into sales
Starting in Real Estate sales
How Drew broke into tech
Some of the creative ways he's booking meetings right now
And much more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

Jun 1, 2022 • 52min
306: Anthony Natoli: Finding A Path To Success, Mental Health and Fulfillment
Anthony Natoli is a Commercial Account Executive at Outreach. Prior to that, he held several sales roles at Demandbase and Ethos Lending. He is also one of the top voices in sales on LinkedIn and a co-founder (with yours truly) of the new sales community, The Up & Up
In this episode, we discuss:
How Anthony got into sales
The path of destruction he fell into in his first few years of sales
Rock bottom and digging himself out
His passion for mental health and finding fulfillment in your sales career
And much more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

Jun 1, 2022 • 42min
305: The Playbook For Enterprise Sales w/ Nate Nasralla, Founder at Fluint
Nate Nasralla is the Founder at Fluint. Prior to that, he had growth, sales and leadership roles at GAN, Global Startup Studio Network, among others.
In this episode, we discuss:
Nate's life as a start-up founder
A deep dive into how to sell enterprise deals
And more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

May 25, 2022 • 49min
304: From The School of Hard Knocks to CRO in 10 Years w/ Steve Travaglini, CRO at LinkSquares
Steve Travaglini is the CRO at LinkSquares. Prior to that, he was a sales leader at OnShape and Datto, among other companies.
In this episode, we discuss:
Steve's transition from college football to sales
The odd jobs he did before sales and how that transformed his mindset
Getting through the ups and downs of sales
How he's thinking about hiring during the Great Resignation
And much more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net

May 23, 2022 • 52min
303: Sales Is Like Dating w/ Jen Allen, Chief Evangelist at Challenger
Jen Allen is the Chief Evangelist at Challenger and Host of the Winning The Challenger Sale Podcast. Prior to that, she spent 14 years selling at CEB and Gartner.
In this episode, we discuss:
How Jen got into sales after graduating from Penn State
Jen's struggles with imposter syndrome
How sales is like dating
And much more...
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 possible for you.
Follow The Podcast:
Apple/Spotify: Millennial Sales
Twitter: TommyTahoe
Instagram: TommyTahoe
YouTube: TommyTahoe
Website: Millennialmomentum.net
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