VC Deal Negotiation: co-founder leaving before cliff

I publish illustrative scenarios prepared by my practice. All participants and conversations are fictional. The fictional posts are not posts by real users, accounts of client experiences, or reports of actual results.
Illustrative scenario prepared by my practice.
For informational purposes only. This is not legal advice. Laws vary by jurisdiction. Consult a qualified attorney for advice specific to your situation.
Hypothetical question

I've been trying to resolve this on my own but I'm stuck.

co-founder leaving before cliff. I've been dealing with this for about 5 weeks now and the situation isn't improving.

I have already done some research online but did not get a clear answer.

Should I hire a lawyer for this or try to handle it myself?

Illustrative response

Small claims court update: filed my case, hearing is in 6 weeks. The filing fee was only $75 and I don't need a lawyer. The court clerk was actually very helpful in explaining the process. If your claim is under $10K (or $12.5K in some states), small claims is the way to go.

Illustrative response

One thing worth mentioning: if the other party violates a settlement agreement, you can go back to court for enforcement. Make sure any settlement is in writing and signed by all parties. Verbal agreements are much harder to enforce.