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If such a deal were to happen, the cost would likely be pretty substantial, involving some significant premium over the current value. While Google/Alphabet has been extremely acquisitive over the years, the largest deal that it’s ever made was spending $12.5 billion for Motorola Mobility in 2011. More recently the largest deal involved spending $5.4 billion for security intelligence platform Mandiant in 2022. Google usually stays under $3 billion, so a deal of this scope would be very much out of character for the company. Another issue the company could face in trying to buy HubSpot is a hostile regulatory environment for large deals.