Offer above asking but how much

[Adam Craig]

I know this will be very market specific but I have a house in a Cleveland suburb listed at 55K. Seller is calling for best and final offer (multiple offers) and I am going up to 61K.

I have gone above asking before but never more then 1000.

I know the street the house is on very well and ARV is easily over 100 and it needs about 20K worth of work.

How much have you gone above asking and is this too aggressive? I know my offer is bold but I have lost houses like this in the past and I know the numbers still work well at 61 very well. Why do agents list houses like this? Do you think they get a better price with this strategy?