What are the benefits of using a visa run company for border crossings to Penang, and how does a history of multiple visa stamps affect my entry?

"having a lot of stamps" is of no issue; it's the duration and the time in betweens that is an issue !

i have my passport now 6 years already (next year will expire); and i go to thailand every year 2 times. (3 weeks in summer, 2 weeks in winter)

however in the summer i also go to a neighbouring country almost every time in this 3 weeks, that means i have every year 3 IN stamps and 3 out stamps. this means i have 18 in and out stamps in 6 years.

i never had any problem, because i only stay 3 weeks and 2 weeks every year in south east asia.

If you stay more then 6 months every year on tourist visa's, that's much more highly to be denied i guess

There is no advantage in using a visa run company to get a visa, except to make your wallet lighter.

As for your visa history, I'm not sure if a consulate/ embassy will give you an SETV or an METV, or if they do, if immigration will let you in. I recommend making a plan B just in case.

You had a Non B, have an ED want an METV or SETV does not matter as long as you get an Admitted to Stay. What is the reason you live in Phuket other then sunshine, lovely girls etc Get the visa that fits the purpose of your stay.

Did you get your METV in Hong Kong ???

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a Good company will check all your documents before you even step into the car/minivan/bus to Penang and will guide you trough the whole process of transport, drinks, meals, hotels, visa application and collecting. They do not have influence on the decision of the Immigration Officers at border check points or staff at Thai Consulates\

Do you have lots of stamps?