Specifically, I'm seeking talented handymen to work their magic on light cosmetic enhancements and an ingenious stage designer to infuse the space with their creativity.

Those items boost your chances of success renting/showing the unit and enhance it's overall aesthetic, but aren't necessarily required for a new tenant. 

Growing demand for rentals in neighborhoods like Midtown and Corktown provides consistent cash flow, and government incentives such as Opportunity Zones further enhance the investment climate.To add my perspective, it’s important to conduct thorough market research and assess trends carefully.

Also considering the length of time/ amount of work that needs to go into the property I may have some leverage to enhance the overall deal.I guess my question is what should I do?

In other words held for steady cash flow.My VARIABLE (note) PORTFOLIO consists of more active/speculative notes - non performing notes I purchased at discount to principal owed; notes I hope to “work” for enhanced ROI, real property I “purchased” with a leaseback option to repurchase, and defaulted notes I purchased planning on eventually taking ownership of the real estate, as well as notes I created that don’t have current payments but provide a guaranteed return plus an equity “kicker” when the property is sold. 

We've developed a solid plan to continue growing, but I’m looking to create systems that will enhance our efficiency and help scale our operations.

Partnerships & JV Deals - Partnering with other investor partnership capital partners can spread the risk and enhance deal flow.

However, if you can enhance privacy and add standout features—like a hot tub or a sauna barrel—it could justify higher rates and improve guest experience.

It is common for investors to bring in additional signers, often referred to as credit enhancement.

Whether it's optimizing listings on OTAs, leveraging social media, running targeted ads, or using dynamic pricing tools—I'd love to hear what’s working for you.Some strategies I’ve been exploring include: Enhancing property listings with professional experience photography and compelling descriptions, leveraging Instagram and Facebook ads to attract more direct bookings, and utilizing email marketing to engage past guests.What’s been a game-changer for your vacation rental business?