Here is the typical draw request milestones;  Completion of foundation includes; excavation, foundation, architect, underground plumbing and temp electric.  

Would love to have freedom of time to enjoy my children grow into wonderful people themselves and not miss all the milestones along the way which is why I am so interested in REI.  

To help manage all of your subs it's generally a good idea to create a Gantt chart and project timeline for all of your major tasks & milestones. 

The movement, itself, has been happening for a decade now and there's been some significant milestones achieved.

The first deal is the hardest, huge milestone!

If he is month to month (sorry, don't remember if you said), I'd pick some milestone he's approaching (40 months, 6 years, whatever is soon), and offer the same relaxation of late payment timing due to that milestone.Good luck!

WHEN things go wrong.Get  solid contract.How will you generate leads (CoughSEO cough).Figure out a marketing plan strategy budget.Create a business plan and a time line of where you want to be in 1 year, 2 years, 5 years, and base all your planning and marketing on milestones to get this accomplished.Most importantly... be sure you feel said investor out.

Aside from real estate being very local, some general principles I follow that serve in any economy :1- Follow proper underwriting principles based on my specific investment style ( value add etc..)2- Use leverage to my advantage but never over leverage my position.3- Keep proper cash reserves.4- Educate oneself in the economy of the market I’m investing in, including jobs, changing demographics, historical cycles etc...5- Surround myself with the proper team members who will cover the areas I am weak at and are real experts in their niche. 6- Knowing when to cut my losses.7- I use real estate investing as a way to achieve more important milestones In life including family, health etc... this keeps me focused on the big picture and adds more objectivity to the process.8- The bigger the portfolio, the more risk one gets exposed to in a turning market and the harder it gets to change direction.

This is the most important part of your REI Plan, usually left out, and why most plans fail:  You have to break that number down into measurable "milestones". 

Thank you again and look forward in meeting-working with  some of you and share mistakes and mile stones to add to your bag to create, "BIGGER POCKETS"!