Will be far easier to purchase more property with 10% downpayments vs 20-25% for each one.Umbrella insurance isn't too expensive, $2M for $1200 per year.Just be sure to run the properties as a good business, address any concerns brought up by the insurance company (they usually do annual inspections). 

With $50K—$100K, you could fund a rehab and refinance to free up most of your equity for the next deal.Cons: BRRRR often requires more hands-on involvement, especially managing contractors and timelines, which could be challenging with your demanding job and family obligations.

When it comes to your home, the right insurance policy can make all the difference.

Am I obligated to this? 

The income (rent minus management) should cover the costs (principle, interest, taxes, and insurance) depending on the property's price point. 

I would add that this is a geat time to reassess not only insurance coverage but any recurring expense as well as maintenance needs.

Most of the loans I do are on 25 to 30 year amortization, and included in that is people calling me b/c their current bank would only do 15 or 20 in cases where they've had the property for 15 or 10 years already.Every time your car insurance is up for renewal, that's an opportunity to make the carrier earn, or re-earn, your business.

If OP has $1M appreciation he’ll have $500k excluded and $500k obligated, which will end up as $100k cap gains payment.

Not only would you benefit from having a partner's input on the deal, but you would also have an experienced individual to work alongside with as you navigate the project.It's also important to make sure you have identified your "team" ie; contractors / realtors / lenders / insurance agents / title company / etc. 

Obtain insurance under the LLC.