If we are losing money every year, but do plan on holding on to it long term, with our goal being appreciation of the market and someone else paying a good chunk of our mortgage, is this worth doing on any level? 

I'd say three months on the short end to six months on the long end.Oh!

Congratulations on your flip.

As far as the business card is concerned, to me personally I think having both things on one business card is acceptable .  

We had a record breaking online attendance this week, hope to do the same next month:  Top 10 Title Issues Real Estate Investors have to solve with Accurate Title

If I refi cash out I can probably only get about $50k out of the investment property, any ideas on another way to get the amount I need that I may not be thinking of?

What do people use to do so, especially anyone on Central Ohio? 

While Roofstock provides options for property management they do not require you to use them and there is nothing stopping anyone from seeing if they have a presence or reviews on BP or online in general.

In addition, they connected me to the preferred lenders who also helped with closing on the property within a short period time.

If you rely on others you will have to sift through more deals before finding the one.