Investing in a property that’s already renovated, rented, and professionally managed could allow you to start generating passive income immediately without the added expenses of house hacking.What’s most important for you in this first deal—cash flow, appreciation, or long-term stability?

This will be some management company, right?

I specialize in investment properties, high-end homes, and commercial real estate, and I run Updegraff Group Realty, a full-service brokerage that helps investors not only find and fund deals but also manage construction, optimize returns, and scale their portfolios.Financing Your First Deal Without Using Your Own MoneyIt’s a common question, and the truth is—it’s very doable, but it requires strategy and relationships.

I am also planning on using a property manager as I have an 8 - 5 full time job.

Then pay them a fee for finding the deal and pay them 8-10% of rents to manage the rental(s).

However, I’d like to have a space of my own before living with others again (I plan to house hack again with my next property).I’m seeking advice on how to move forward, as I need to consider things like utilities, taxes, landlord/umbrella insurance, and managing the property, especially with someone renting my garage.Specifically, I’m curious about renting out individual rooms and living on my own for a little while.

Build a strong team with experienced lenders, real estate agents, and property managers, and educate yourself through books and podcasts.

5unit is probably manageable.  20 unit is work I would think. 

What I'm hoping to find: I'm hoping to make connections, for mutual benefit; this could be investor friendly agents who have experience with identifying promising house hacks, investors who are looking for an additional financial partner, investors who are looking for a partner to help manage the load of projects (I am naturally drawn to planning and execution), and more broadly anyone who is willing to share experience and create new connections!

Long term rentals are easier to manage and come with less risk.