My question is, do I just not touch the first property, use the cash flow to reinvest and pay down the mortgage or save up for a downpayment down the road OR do I pull cash out of the first property to buy the next property?

Use the 20K as a down payment on the next house hack and don't touch your current properties equity.

We’re always looking for that next standout touch. 

HiI am starting my real estate journey in 2025 and started connecting with agents and lenders. My lender is suggesting me to buy property under my name and then transfer it to LLC later as there are not many financing...

I do not personally use him based soley on the fact that the firm is virtual.

Enhancing guest experience with small touches, like a welcome basket or local guide, can lead to better reviews and repeat bookings.

I can put in touch with a couple of local insurance agencies.  

These give bathrooms that extra-custom touch.

Keep in touch with your lending partners for each one so you can understand whether you need departure residence income to qualify for the next or not.Finally, if you're investing with a Significant other, I recommend considering a "leapfrog" strategy where you buy one, then your partner buys the next, and so on.  

Thanks for touching base and let me know if there's room for collaboration on any of your projects or just willing to share lessons you've picked up along the way.