Passport for motorcycle? And why on earth that traveller on travel visa can have a motorcycle registered under their name? That is what immigration think and it is kind of showing that you live here not just visiting.
Only problem is getting visa and be careful about which country use which visa. Some Europe country is not included in Schengen visa so if visa is single entry it is the end of the trip.
Recommend to border bounce before visa is expired(that is tomorrow). Since you want to go to Krabi, border bounce to Padang besar is not bad at all. Although it is a little long ride but if you arrive Krabi in the morning it is doable in one day.
If you are overstay, there is a chance to get caught. And when you get caught in other place that is not Bangkok, that mean you will be sent to stay in police station jail to wait to go to court that also will open on 18, then will be under detained and sent to Bangkok before be able to be deported. And believe me, the cost of this process officially and unofficially is as high as the price of your going home ticket plus you may have to buy new ticket since this process take long time and not finish before 22. Not mentioned 5 years blacklist. It is not worth risking.
Find driving school, you can pay for the course and then you can take knowledge exam and driving exam in school until you pass. Then they will prepare the document for you but you still need to bring document to land transport to apply for driving license by yourself.
But actually if you have work permit and you can drive, it is not that hard to do all the process by yourself without using driving school. You can apply for online appointment from dlt smart queue app.
It is on local news already. But it is in Thai. From the news it says he was missing while swimming around his hotel in the dam yesterday evening. They also search for him yesterday but not found.
Today they do underwater search and found his body around hotel at the 15m depth.
Rip and sorry for the loss
For other people travel to the dam, pleases wear a life jacket while swimming in the dam for your own safety. The depth of water is 90+ m.
Since you say last time seen kayaking I assume he is in the dam. But he cannot go there alone, should be some boat take him there or stay in any hotel there, so someone should report if he is missing. And there is no phone signal in some part of dam, that maybe a reason why you cannot contact.
Strip can easily buy in almost every drug store but may not compatable with your machine, so there is a chance that you have to buy new machine too.
Insulin is also easy to buy but again may be not the same as the one you are using and doctor definitely don't recommend you to change the brand because there is a chance that even it is the same dose but different bioavailability may cause blood sugar level swing.
So if it is a short trip like some months just bring enough stuff is better choice. But if you plan to stay longer just find some hospital because you have to do follow up anyway.