Vandenberghe identified Calendly as the primary competitor in the scheduling category, noting a key product differentiation: Calendly is designed for prospects to self-book via a shared link, while Chili Piper's original Instant Booker product was built for SDRs to book meetings on behalf of prospects during live phone calls. According to Vandenberghe, Calendly does not natively support this SDR-initiated booking use case.
Vandenberghe also referenced HubSpot as a strategic model rather than a direct competitor, citing HubSpot's approach of building market share from the SMB segment upward as the playbook Chili Piper intends to follow. He mentioned Marketo and Salesforce as incumbents that HubSpot has displaced from below. No financial figures for any competitor were stated by Vandenberghe, and none of the above should be taken as competitor-confirmed data.