You're on the right track - there's an endless amount of house hacking opportunity here in Houston, TX!

The paperwork, the tenant communication, the financial tracking – it was all so time-consuming and stressful.

I also had more confidence, more resources in terms of private lenders who were willing to lend to me because I now had a track record, and good contractors.By running my own marketing, I had access to a lot more opportunities and was able to start supplementing the cost of my acquisitions through wholesaling and the occassional flip which in turn expanded my network.

Quote from @Lia Veit: Paralysis by analysis.Look, all you really need to know is that real estate is a proven investment over time.

Larger checks often want longer track records.  2014 founding doesn't cut it when these same investors have access to groups with 1998 founded companies, with more deals and similarly consistent returns.Co-investment: Larger checks often do require significant co-investment.  10% of equity is common.  

Totally doable if that sounds like something you're willing to do.If you were looking to go that route, I'd recommend getting a Customer Relationship Management (CRM) software to keep track of leads and follow-ups.

I like how easy it is to track progress, and the ability to assign tasks or set reminders makes sure nothing gets overlooked.As for Asana pricing, it offers a free plan, which works well for small teams or personal use.

Performance Tracking- Monitoring Metrics: We keep an eye on key performance indicators to find areas for improvement and make adjustments.- Managing Cancellations: We review cancellation patterns to minimize future issues.While managing short-term rentals may seem simple to some, it can be a lot of work behind the scenes to ensure every detail is optimized.

If I can work to track the number of offers I'm making per week or per day with my clients it will drive the business not only on the transaction side but will push and pull forward the need for off market deal flow. 

They have answered your question pretty well here, but I would just be sure to track your basis very carefully when looking to doing multiple 1031 exchanges with depreciation.