Measure the job, price the job
Measure a house once — typed, or on Professional traced on satellite imagery and read from roof data — and price every proposal there from it, waste and margin included.

A lawn gets measured on a pad, typed into a quote, and measured again next spring. The price per square foot was set months ago and nobody checked it against what the job costs. Now you measure a house once, and every proposal there is priced from it.
Measured once, at the address. On a client’s page — or a lead’s, before they are a client — write down the lawn’s square feet, the fence’s length, ten shutters at their size, a roof’s pitch. It is kept at that address for every proposal and job that follows.
From a measurement to a priced line. Say what a Price Book item is measured by and its waste, and Add from site on a proposal turns the measurements into lines: the quantity converted, sloped where there is a pitch, with the waste on top, at your price, with the margin against your target before anything is sent. Every bed onto one mulch line; one lawn priced as good, better and best.
On Professional, from your desk. Trace areas, lengths and counts on Google’s satellite imagery with Street View beside it; click a building and its roof comes back face by face with its pitch; show the customer a picture of what was measured on the proposal; and let the assistant draft the lines from the site.
Ready on day one. The landscaping, pest control and cleaning kits bring the items those trades sell by size, already measured; the prices are yours to set.