.- not buy in a seasonal market, or if i do, ONLY expect to generate $$ in the peak season when i run my numbers- buy something with very low overhead (not an expensive SFH)- make sure it cashflows as a LTR (have a backup plan)- do a more creative stay (glamping, redone vintage camper, etc)

I am working on a plans for a 4-unit retail development in Bourbonnais.

I am planning to attend Cal Poly SLO in the fall and majoring in finance.

But the plan is to sell it so I want to keep on working towards that. 

If you are on septic and it's adding a below-grade bath you could collapse the system if it was not planned for.

the owner would typically pay the commissions on a commercial lease; however, an option to renew is an option to renew. it just gets renewed. there is no new lease, no new leasing agents, none of that. it sounds like they aren't exercising their option to renew. they are essentially letting the existing lease expire and negotiating a new one. my response would be - we either renew as is as provided under the existing lease please plan on vacating as we'll start marketing. it is possible that we may come to terms on a new lease but no guarantees.....

My plan is to rent out the property and refinance the property as soon as possible. 

If you cannot find insurance there is always the “California Fair Plan” (CFP).  

@Alyssa Magyar I'm also trying to set up a townhome for a STR/MTR blend; at least that was the plan.

Will depend on several factors like the type of property, type of tenants, your risk tolerance, other assets you own, your estate planning, laws where the property is located, etc.