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February 20, 2025 70 mins

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

Lucas graduated from Indiana State University in 1997 and then spent the first 13 years of his career in the auto business leading operations and sales for several Ford dealerships, until eventually pivoting into the tech space in 2009 when he started in sales at AngiesList. Since then he climbed the executive ladder across a long list of companies including Monster, Main Street Hub, Homebase, ProSites, and many more, until landing his most recent and current position as CEO at Signpost.

I’ve interviewed many founders who started out as salespeople, but this is the first time speaking to someone who has been hired into a CEO position that comes from a sales background. I’ve known of Signpost for as long as I’ve been in sales, because we used to hire from the same pool of talent in NYC, and when I worked at Doctor.com we actually subleased one of our offices from Signpost. So I can say firsthand that they’ve always had a reputation of having a strong sales culture and it doesn’t surprise me they eventually hired a CRO to be their CEO.

Needless to say, I’m excited to get his thoughts on all that’s changing in B2B sales and more specifically to dive into what it’s like to go from leading a sales organization to leading an entire company.

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

00:04:35 Outbound Sales

00:19:57 Growth-at-all-Costs

00:26:55 Sales Quota Attainment

00:47:26 AI in Sales

00:58:04 From Sales to CEO

01:05:21 Jobs at Signpost

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QUESTIONS:

1. Is outbound sales broken? What’s changed and what’s working?

2. How are you thinking about Growth-at-all-Costs vs efficiency and profitability?

3. What do you think is the reason for low sales quota attainment and how do you manage it at Signpost?

4. What’s your take on AI in sales over the next 5-10 years and how are you using it at Signpost?

5. What’s it like going from leading sales to being CEO?

6. What’s exciting at Signpost in 2025 and are you hiring?

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LINKS:

Signpost: https://www.signpost.com

Lucas on X: https://x.com/Luke_Wilson75

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

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