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March 13, 2025 73 mins

Hello and welcome back to the Collin Cadmus Podcast. Today I’m joined by Matt Grossbard.

Matt graduated from Roger Williams University in 2013 and then joined SinglePlatform as an entry-level salesperson in July as part of the first new hire class that I taught while serving as their Head of Sales Training.

After a year of full-cycle sales, Matt was promoted to Sales Manager and Sr. Sales Manager, where he oversaw a team of 10 direct reports before moving into sales leadership roles at Livestream and Electric, where he climbed to Sr. Director of Sales before starting his most recent and current venture as VP of Sales at Tynrose.

Needless to say, we have a long history together so I’m excited to catch up and get his thoughts on all that’s changing in B2B sales, find out what tactics and strategies are working best for him and his team today, and discuss what he’s learned in his first year as VP Sales.

Before we get started, if you’re watching on YouTube, please take a moment to subscribe to the channel, like the video, and leave us a comment if you have questions or feedback. If you’re joining us from Spotify or Apple Podcasts, please drop us a review and let us know what you think of the episode. This is much appreciated.

Without further adieu, let’s dive in and get his thoughts.

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TOPICS:

00:00:00 Intro

00:01:51 Career to VP Sales

00:31:45 Broken Outbound Model

00:36:26 What’s Working Today

00:43:58 Sales Prospecting Tools

00:46:20 Growth-at-all-Costs

00:53:01 AI in Sales

01:01:39 First Year as VP Sales

01:09:20 Growth Plans for 2025

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QUESTIONS:

1. Is traditional outbound sales broken, dead, or dying? If yes, how so?

2. What’s actually working for outbound sales today?

3. What are the most important tools for outbound sales prospecting?

4. What are your thoughts on the Growth-at-all-Costs model?

5. What’s your take on AI in sales over the next 5-10 years?

6. What has been the biggest learning curve in year 1 as VP Sales?

7. What are your growth plans for 2025 and are you hiring?

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LINKS:

Tynrose: https://www.tynrose.com

Contango: https://contangoit.com

Matt on X: https://x.com/MattGrossbard

Collin on X: https://x.com/collincadmus

Mo

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