Please check with your college dean of students to see if a doctor comes on campus each week. Most colleges at least have a few hours a week of medical help available for their students. It’s at least worth an ask. It’s possible that there is a medical cause for your problem with memory. It’s not likely at your age but it’s always important to rule out medical issues before deciding a problem is all in your head.
On the other hand, there are a multitude of possibilities for memory lapses. You didn’t say whether this was a new problem or one that has been longstanding. If recent, ask yourself if you are under a lot of stress; if you are getting enough sleep; if you are drinking too much coffee or alcohol or using drugs. The solution for each of those issues is very specific. De-stress your life. Get at least 8 hours sleep every night. Stay away from caffeine, alcohol and drugs.
Another possibility is that you don’t really want to go to the meeting, or talk about your life in therapy, or deal with what is on the flash drive. People sometimes develop a “memory problem” when what they are really dealing with is an avoidance problem. If that’s the case, then it’s important to ask yourself why you are avoiding the issues and whether you are willing to deal with the cosequences of blanking out.
It’s also possible that you have a learning disability and that you require what are called “prompts” to remember certain kinds of things. A “prompt” is a reminder. If that is the case, you need to become a habitual list-maker. Keeping lists and a detailed calendar will give you a way to keep tabs on what you are supposed to be doing and what is going on each day. It’s also helpful to leave important things out in plain sight. As you pointed out, seeing an object can open up the whole memory.
I’m afraid this response isn’t very satisfying. I can’t give you a definitive answer because I don’t have enough information. I hope one of the suggestions makes sense to you. If not, I encourage you to find a way to see a mental health professional and to perhaps get a neuropsychological evaluation.
I wish you well.