Its all a lot to do with particular trailer,vehicle,set up,speed ,wind.....etc..
I haul trailers out of Goshen,for a large company....I drive a large dually truck....I had a nightmare trip once, to Pa, pulling a 29 foot.entry level aluminum sided trailer.
I had my handsfull....keeping this trailer,made byKeystone......inline..I have a weight hitch,the works..I have hauled all types,sizes of trailers,all over the USA.....this was a ill handleing trailer.
It would be very easy,for a person with ..less....experence..........to get in...TOO DEEP...