Don't be pushy
Avoid being pushy at all costs. Strive to ask a question only once -– whether it is the invitation to close a sale or anything else.
Source: Business writer Todd Spear
You may have heard the famous quote from Albert Einstein, “Insanity is doing the same thing over and over again and expecting different results.” If you repeatedly encounter the same objection, you have not answered the concern.
You may want to ask other probing questions to get at the problem, or ask the same question, but in a different way.