Self-service SaaS CEO. Not important, b/c never needs to meet customers:

Moving up-market, wants to get enterprises to take the company seriously:

Solidly enterprise now, but still want to be a little hip too because you are the “cool app” a CIO brings into the enterprise. The CEO and the application are a sign the buyer (CIO) is innovative — yet not putting the organization at risk — so need match to that:

Market-leader look, strong brand and want to appear approachable, and both humble and confident at same time:

More here: The More Enterprise You Are, the More Visible the CEO Should Be | SaaStr

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