There are tools out there for larger jobs like pro landscape, but you would be greatly under using the tool for estimating say how much mulch you need and a few shrubs let's say.
I feel there is too much variability in each job to rely on anything but something you have created yourself.
With something home grown and simple as excel you can hit every aspect of your estimate easily once you get some templates setup.
You can estimate based on labor, material costs, total hours worked/man, etc.
Then compare each and and see if you are still bringing home the profit margin you want.
I would suggest using a wheel, every time I have I've been spot on with my estimates and my take home, not so much when eying it up.
Also, if you don't get accurate measurements how do you have any accurate historical data to compare to when estimating your next job?
At the very least id start with getting the wheel and having one note book where I do all estimates from, referencing a predetermined price list.....I.e. $80/yd of mulch delivered and installed which usually takes at absolute most 1 hour, bed edging, weed removal are variable and differ per job. Based off of some concrete price list you have, variable, but accurate measurements should send you down a consistent path with your estimates....after some time you wont need the price list as you'll have these things memorized.
I've been able to do on the spot estimates with just paper and pencil and my wheel based on my price lists and measurements, of course following up with a true estimate for the client.
Good luck.
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