Although I'm not in the business, my suggestion is to have a 5 year plan and a 15 year plan. The reason I plan for 5 years then 15 years is because it keeps you motivated, even helps to have yearly goals so you know you're getting somewhere and have something to strive for. Even weekly goals is my plan, such as "gaining two new accounts a week" or something of that nature? For instance... 5 Years : - Registered DBA & or LLC fully insured to cover current business. - USDOT Registration - Plow prep (trucks, plows, sanders) - DBA Accounts, Tax ID number & such. 15 Years - 2+ Full Crews - Yearly Customers - New equipment I'm sure you get the gist.