Just this past month, my wife and I hit our first major milestone -- 5 homes!

I agree with Brian, if I've never worked with a Contractor before there is no way I am giving them a 50% deposit.You should agree upon a Payment Schedule that pays the Contractor as the work is completed.The Payment Schedule should be broken down into Payment Milestones based upon major categories of work on the project (Demolition, Framing, Electrical Rough-in, Plumbing Rough-in, Drywall, Paint, Cabinetry, Tiling etc.).Where are you finding your Contractors? 

It really walks you through step by step and allows you to easily modify and create milestones for the future.

Break Down Goals: Break down larger objectives into smaller, manageable tasks or milestones.

Thought I'd share some quick numbers here and I'll come back and update this thread as we hit major milestones..."

Your marketer should set clear milestones and advise indicators they will be looking for.

Set milestones on work being completed.5.

Congratulations to you and your family for reaching that milestone.

Thanks for sharing the milestone, @Brandon Turner !  

Obviously it's a personal decision, but I am definitely a firm believer of rewarding yourself (once you've achieved significant milestones).