Sell our current business to start full-time flipping?

[Haley Elisabeth]

My husband and I are considering selling our current business and reinvesting full time into house flipping (eventually then building our own real estate portfolio, as well). We would like to have more input from more experienced investors on the validity of this idea / any gaps we might be missing.

We currently own a remodeling company. We already have the construction experience/sub crews needed to flip homes anywhere within a 120 mile radius of Nashville, TN (including Chattanooga). My husband is Guatemalan and very well connected, plus he speaks Spanish which makes managing projects even easier for our crews. We are not real estate licensed, so that would be the biggest area of opportunity to learn (we'd use a realtor at least in the beginning).

We are considering selling the company because 1) my husband hates managing W2 employees/operations (but he loves working with subs) and 2) it would give us extra cash up front to reinvest. The downside is that our monthly income would go away, but he also would no longer have to manage the business, either, and can spend all of this time on the flips/building his wholesale side of the company.

After the sale of the company, we have:

• 9-15 months of personal expenses in savings to live off of
• Start with $100k cash and do micro flips to avoid the risk of a hard money lender and losing our tail if something doesn't go right or sell quick enough
• 
  Once the house sells, reinvest all the cash back into the next flip and continue doing this until we are doing multiple flips at a time (he can manage 4 large projects at a time by himself, so we assume up to 4 active flips at a time eventually)

Pros of doing this:

• No longer having to manage W2 employees/operations (this used to be my role but now that we have kids I want to stay home, not do this)
• Getting a larger chunk of cash to start flipping quicker vs waiting 1+ years to save enough cash for the first flip
• Using cash reduces our risk of losing money with a hard money lender if the project takes longer to sell, rehab, etc. If the house takes longer to sell, we aren't losing money every month on interest payments and can hold for the right sell price.

Cons:

• We lose our regular stable monthly income and have to rebuild again (we have done this before - this would be our 2nd "bootstrap, build, sell" business)
• We lose our 5 year history when it comes to conventional mortgages and moving into a new home for our own family in the next 2-4 years

Thoughts / recommendations? Any input is appreciated! Thank you so much!