Either extend the Jeep by a month or keep a good poker face as you email dealers to get something by this week or 5/31 latest.
I might be in the minority here but having seen a few friends in the same boat, they ultimately came to regret the false sense of economy in leasing. You have plans of finishing grad school and getting a great job to earn X per yr. When you actually do, you see between 401k contribution and mostly taxes you’re taking home 0.5X. And that great job is in an area with a high cost of living. Any student debt takes another vicious bite out.
You’re much older and a little wiser than when you graduated college. You’re thinking about buying your first house. Suddenly it seems wiser in retrospect to have financed an inexpensive car a few years back and come close to paying it off, thus significantly lowering your DTI at a crucial time.