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It’s a nuanced negotiation with uncertain outcome, but if your investor wants this to work out and wants your CTO gone, they may be willing to entertain such a

It’s a nuanced negotiation with uncertain outcome, but if your investor wants this to work out and wants your CTO gone, they may be willing to entertain such a path to realize that vision. However, finding a way to buy out the coworkers 5% and fire them may also be a reasonable strategy. The CTO should be aware at this point that your business is close to dead in the water and may believe there’s not much value left for them to extract. If they don’t think the investor is interested in putting more capital in and runway is running out, they could sell that 5% cheap. But you also may run the risk of demoralizing any remaining employees if they also believe the runway is gone.

fakedang 2y ago
It's possible to let the employees know of the actual game plan, but not the CTO, then execute the structured dissolution of the company. I know this, my former cofounder tried this against me, the only difference being I still had the support of the angel investor and the other cofounder, which contradicted the co-founder's assertions. But I guess it would work in this scenario. The investor is the key player here and he should steadfastly ensure he won't pay a penny more into the current entity and is willing to write it off completely.