. - I think you can search events in this forum to see when local BP meetups are scheduled.

They offer regular demos so if you're interested, I recommend you schedule a demo.

I've scheduled two quotes with TDH Mechanical and no one has shown up both times.

If you are buying one every few years, don't waste your time.Plus there are other advantages to having separate representation like they schedule the showings, do the paperwork, deal with inspectors, etc.

Also we are scheduling some consultation with lenders. what are the questions to ask the lender and also how to choose a good lender for investment properties moving forward ?

This plan covers 24/7/365 troubleshooting services from Lula's experts (such as guidance on resetting a circuit breaker), tenant coordination for scheduling repairs, and access to a network of vetted professionals.Once you're subscribed to Lula, you can set aside a pre-approved amount for repairs, which can be used without needing to contact you as well.

We simply include the tax on the invoice sent to guests, which makes it easier to track and ensures we're covered for tax purposes at the end of the year.For Chicago, I’d recommend checking directly with the city’s tax office or a CPA, but generally, you’ll need to register with the city, collect the hotel tax from guests, and remit it on a regular schedule (likely monthly or quarterly).

It all still goes on Schedule E. 

We do not have any bookings until late November, but want to keep the schedule open for potential revenue.

Because flips are considered inventory (not capital assets), profits will be taxed as ordinary income rather than qualifying for long-term capital gains treatment.For tax filing:Report expenses like construction costs, permits, and interest as part of your cost of goods sold (COGS)—these won’t be deductible until the property is sold.Since no revenue is expected in 2024, your S-corp may show a loss, but that loss won’t reduce personal taxable income until the sale occurs.Each partner will receive a Schedule K-1 every year, including 2024 and beyond, as long as the S-corp remains active.Unlike an LLC, S-corp shareholders do not pay self-employment tax on their share of profits.