There's also less people who speak English which makes some expats uncomfortable.

This can say a lot about a company.do they speak intelligible English you mean ? 

Working for investors and getting repeat business makes great sense for this kind of contractor, because he may not be interested in doing the kind of marketing it takes to be really successful working for homeowners.His English may be somewhat rough...but it needs to be good enough that you don't have a language barrier separating you.He may be newer in the business - recently out on his own, after working for someone else for awhile.He honestly may not have all his processes and procedures worked out, so you may have to be more understanding of that.But he can show you good quality work, and multiple references that will attest he's not going to take your money and run.

I would use Old English to blend in the scratches and rerent it.  

Hello Dennis:Thanks for responding to this post.I'll keep this message in English for other people to understand and benefit from it.I live in San Juan and the property is in Santurce.

Well, I have received numerous fake applications from people who are generally out of the country, have poor English and spelling skills and promise ridiculously low repayment rates with basically no verification of anything. 

(Pardon the ye olde English)!

I wouldn't worry too much about knowing the language because the property management company will be able to speak English and most of the time your bookings will be with international people. 

Here's my why:My husband is a high school English teacher who loves teaching the lower level often underprivileged student. 

The English was ridiculously bad and the lease appeared to be from the UK.....in spite of that the two people that approached me said they almost fell for it.