Health Insurance
Health insurance is a new problem for someone who is used to it being part of the benefits package. For a chief, some municipalities may not offer you (or your family) health insurance until you have been employed for a determined length of time. Will you have to extend your current health insurance benefits under Cobra? Do they offer disability, dental, or vision packages that are better than or equivalent to what you may be accustomed to?
Traditional Perks
Traditional perks or executive benefits may include a vehicle (allowed use as a personal vehicle), gym memberships, professional memberships, dry cleaning, clothing allowances, mobile telephones, and conference attendance. Do not be shy; ask for these and get them nailed down at the outset.
Residency Requirements
Will you have to move and or live within the new jurisdiction? If so, will your new employer provide moving expenses and administrative time off to move? How long before you are required to relocate?
Historically, the average tenure for a chief of police is 5 to 7 years. So before you buy a home, consider renting, just in case your tenure is shorter than your expectations. You do not know the local real estate market now and probably will not know it when you leave.
The penalties of capital gains are real. Personally, I made a mistake early on and purchased a home that I later had to sell and incurred financial penalties. Since then I have rented. Renting also means you don't have to worry about taking care of home maintenance yourself, which helps clear your already full plate and allows you to devote your time and energy to the rigors of the new job.
Special Agreements and Clauses
If there are any special agreements or clauses in the contract for a new chief's job, read them carefully. You may even wish to create your own. Years ago, I was advised to have a non-political agreement written into my contract. It states that I am not to attend any political meetings, fundraisers, or the like. It matters not what your personal political leanings might be; this agreement means you are insulated from being lured into political brouhahas and jealousies. If you attend one political event then you will be obligated to attend everyone else's. Consider this style of agreement to keep you out of the political fray.