I’d love to hear more about what you’re targeting in terms of property type and location.

I'd recommend using Steadily's landlord insurance calculator which you can find here.

The hours are erratic, it's all commission based and I'd say it takes about 20k to get started depending on the market.

Given you and your investor both have experience in different areas, I’d say keep a flexible approach and compare city requirements before putting too much money down.

Right now money markets and HYSAs are paying at or better than t-bills so  I'd stash my cf in a money market mutual fund. 

I'd buy where you live (within an hour or so) for your 1st investment!

I'd recommend starting with the lower hanging fruit than a large basement reno - if your comps are close but don't quite get you to your number.Finishing the basement (with proper egress) could push you over the top, but confirm with an appraiser first to ensure it counts.

I'd love to connect with you and pick your brain if you're willing.

Depending on your budget, I'd recommend areas like Olde Towne East, Clintonville, Merion Village, Grandview, Southern Orchards and a few others. 

I'd estimate that there are less than 1,000 legitimate, or "professional" wholesalers, in the United States of America, as defined by individuals who make $100K flipping contracts, and collecting assignment fees, in any form, and who have made that amount of income more than 3 years in a row.