Having gone through the exercise of different software programs they all have their pros and cons but it really came down to 2 (for me at least) Lawn pro 5 and Keep it easy.
Whilst Lawn pro 5 has some really good features over Keep it easy the same can be said in reverse and ultimately the fact that Keep it Easy was developed in Australia and is still owned and operated by an Australian company swayed my descision.
Features: Lawn Pro 5 has more features but with that comes further complications particularly for someone that has difficulties with computers, (as I say until they invent a computer that runs on two stroke I will struggle :-) )
Cost: Both are comparable but Lawn Pro 5 offers "deals" from time to time which sets alarm bells with me.
Backup: Lawn pro 5 has a really good service probably slightly better than Keep it easy but again being a USA product you have to allow for time difference. Keep it easy is based in Perth.
Free trial: Both now offer free trials
Simplicity: Hands down Keep it easy
Verdict: Have been using Keep it easy for over 2 years and whilst it could be further enhanced (which some developments are actually underway) my personal preference is for Keep it easy and can strongly recommend the program.
Disclaimer: I am in no way connected with Keep it easy other than being a satisfied customer and gain no remumeration for this endorsement.
Hope this helps.