Fair Compensation for a CTO

I am in the process of joining a startup as the CTO and I am not sure what compensation to ask.

My role would be to manage outsourcing and coding all the behind the scenes parts of a website and app.

I am in a large city in the states. What should I ask for? (monthly salary, lump sum, options…) What should I base the number on?

I am thinking to work one day a week (other obligations).

I have some questions:

What city or metro area? Are you an employee or a contractor? If an employee, what type of compensation are they offering other C-level employees? You mentioned a start up. Are they expecting to offer little to no cash compensation and largely stock option-based compensation instead? Will you be working at another technology position during this time period? If so, do you need to worry about a non-compete clause with the other company?

Based on what we know so far, I strongly suspect that you’ll be working for options.

Chicago. I am not sure if I would be an employee or contractor yet, I guess that needs to be decided (which is better for me and why?). I would be initially the only person working on this live with others being contracted by me online for some aspects. There are no other employees yet, there are just a couple of partners.

Initially the guy said they don’t offer equity until you pass the “cliff” of the first year, which is why I asked for a financial compensation in the meanwhile.

Concurrently I’d be working on unrelated academic work.

What is the standard amount I should ask for in case I only work for 1-2 days a week and what terms for options?