What could be the approximate number of test cases you have?

What is the rate at which the test cases increase per release?

What percentage of test cases are already automated at this point?

What is the target level of test automation you want to achieve (percentage)?

Are you open to pay for automation tools?

What is the current team size for manual testing?

What percentage of your manual testing team is onsite?

What is the team size you currently have (or you are planning) for automation testing?

What percentage of your automation testing team is (or will be) onsite?

How many test cycles do you run per release today?

How many test cycles per release do you intend to run post test automation?

How many releases do you have per quarter for this application or product?