@Keenan M. re: which college to choose, I'd thoughtfully consider- enrollment numbers- applications- acceptance rateYou want to see a trajectory that shows the college is growing, not shrinking.This thread on student rentals may also be helpful:Nearing 1,000 College Students: Here's What I've Learned

Hey everyone, any thoughts on taking out a business loan for buying your first rental property?

As long as the total income reported on your tax return matches or exceeds the total income reported on your 1099s, and you have documentation supporting the breakdown of income by property, the risk of audit or inquiry may be relatively low.Pros of the approach:Compliance: Helps ensure compliance with IRS reporting requirements by matching the total 1099 income on the tax return.Risk mitigation: Reduces the risk of IRS flags or inquiries related to unreported income.Cons of the approach:Complexity: Requires additional documentation and statements to reconcile the reported income with the 1099s, potentially adding complexity to the tax return.Time and cost: The additional work required to prepare separate statements for each property may result in higher accounting fees.Ultimately, it's essential to weigh the pros and cons and consider the specific circumstances of your situation.

Any thoughts on this?

It’s also wise to discuss and prepare for all potential scenarios in a business partnership, including exit strategies.Communication: Keep potential and current investors informed with regular updates about the market, specific investment opportunities, and your overall business progress.

He was referred to me through my CPA, whom I also feel is worth the $425 I pay for her office to prepare the taxes and who has set me up on Quickbooks. 

What are your thoughts on buying with cash to be competitive with the offer in a multiple offer scenario and then finance the property immediately after closing to get the cash back?

They were understanding and only made minimal attempts to try and persuade me to stay.If you've been considering making this transition but thought it would be difficult, hopefully, this will be useful in your decision-making process.

I thought about including our umbrella but didn't want it to cause confusion.

Hard to comment on timing --- I would prepare for at least six months.