HubSpot ($HUBS) has evolved from an inbound-marketing pioneer into a full-fledged CRM powerhouse. In this episode, we explore its journey from MIT startup to global SaaS leader, its unique freemium-to-enterprise model, and how it balances approachability with ambition. With strong growth, a loyal SMB base, and expanding AI capabilities, HubSpot sits at the heart of the modern go-to-market stack. But as it moves upmarket, competition intensifies, margins tighten, and the question looms: can HubSpot keep scaling its friendly ecosystem without losing the simplicity that made it beloved in the first place?
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