No. The visa allows you to apply for entry. If it expires in May 2019, and you exit the US after that, you cannot use the same visa to re-enter regardless of what the period of the i94 was. The i94 period of stay resets each time you enter.
So say I quit my job today, can I still stay in the US unemployed until my I-94 runs out? I thought I had to find a new sponsor within 10-days or I would be out of status?