My First Million #153 - Selling The Hustle for Millions: How The Hustle & Hubspot Deal Happened
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Feb 12, 2021 
Kieran Flanagan, SVP of marketing at HubSpot and a key player in the acquisition of The Hustle, shares his insights on the exhilarating yet grueling process of selling a company. He discusses crafting the perfect cold email and the art of negotiation, emphasizing that sometimes, silence is your best ally. The conversation also touches on virtual teamwork challenges in acquisitions and the curious complexities of post-deal life, all while weaving in humor and unique anecdotes about the ups and downs of selling a business.
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Cold Email That Led to Acquisition
- James Gilbert sent a cold email expressing interest in partnership or acquisition.
- The email mentioned shared interests, demonstrating personalized outreach.
Be Upfront About Acquisition Intentions
- When selling your company, be upfront about your intentions.
- This saves time and avoids unnecessary back-and-forth.
HubSpot's Acquisition Focus: Talent
- HubSpot's primary interest was acquiring talent for audience building, not immediate monetization.
- The narrative evolved to emphasize talent acquisition rather than contextualized HubSpot content.