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Awotona: Calendly shifted engineering resources heavily toward enterprise from 2020 onward

Tope Awotona · From PLG to Enterprise to SMB: Insights from Calendly's CEO Tope Awotona · Aug 25, 2025 · at 24:03

Calendly founder and CEO Tope Awotona discusses how Calendly's engineering allocation between self-serve PLG and enterprise shifted over time.

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“From, I would say maybe from twenty-twenty to, twenty-twenty onwards, we made that asymmetric, so we allocated a lot more to that enterprise. Then we did PLG.”

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