The bank doesn't own the property, you're going to annoy anyone you ask about it. 

So I'm kind of annoying in stressing the importance of heat in the winter to my tenants during the lease signing.    

Well it seems as though I've annoyed the fiduciary attorney with my inquiries.

Pay or quit on day 5, file for eviction on day 10 (that's my state law, I can't do it any faster).If they just generally annoy me, but are paying, I give a 30 day notice.If there is some violation of the rental agreement, it's a 72 hour notice to cure, and if they don't cure, it's eviction time.

Not all of the guests will re-book with you and the ones who do will be annoyed and come into the property the first day with a bad taste in their mouth about the property.

If you do not become annoying then they will overlook you and pass you by.

@Jenni G.All they would have to do is raise the rent $25.00 per month and not mention non - refundable fees.Prospective tenants wouldn’t be annoyed and the landlord would end up making more money on average in a multi family property.

Others  mentioned the honeymoon stage, IMO that only happens with new tenants when it's a nice newly renovated house, inherited tenants start out frustrated and annoyed.. as the one we just bought is frustrated, she's lived there 6 years, prior landlord never improved her house, but fixed the other units to rent them out,...   

What starts out annoying becomes unbearable over time.3. 

I likely annoy my tenants with all the questions if they report any issues as I'm always thinking if what they are reporting is somehow an emergency visit, can wait til I can schedule a repair, or wait til I can take care of it myself next time I'm down.