If the management company is excellent at their craft and they attract and retain top talent in related services (like contractors and agents, since there is a lot of overlap between PM and these fields), then the agents and contractors may be far better than the average agent in that same metro.Conversely, if that PM company is not led by a skilled business tactician they might be tempted to retain a shiza agent in their ranks so that they can capture some referral booty, with no mind to whether or not the end user client is getting good representation.I see both things happen in my market consistently, and though it doesn't create a helpful rule of thumb, hopefully it does help you in your decisions ahead.

I like your recommendations though, and the Sun Room is really gonna be used probably more as an office for someone or craft Room.  

I’m really struggling on crafting the appropriate rental agreement and wanting to provide a level of separation and degree of confidentiality between his roommates, mainly to avoid any potential interpersonal conflicts.

You can really craft your own agreement if you are open to terms. 

Risk tolerance and meticulous planning is needed.  

@Alexandra Hansil you may want to tread lightly here, I'd consult an attorney for crafting you letter as the rules around COVID-19 evictions and notices are ever changing, also consider your relationship with the tenant perhaps you can find out more with a conversation.

Lifting Weights, Playing Basketball, Arts & Crafts With My Son4) What do you think sets apart successful investors from those who give up, fail, or never even get started?

So if you offer the short renewal and they don't agree to sign, don't accept any rent until they do.In any case,  since its likely this tenant is taking advantage of the situation  its probably time to talk to an attorney or eviction service and craft a strategy. 

My end goal has always been to find and invest in cash flowing properties using househacking/BRRRR strategies and I am wondering if anyone has any advice for a young professional crafting a path forward in real estate.Any advice would be incredibly helpful and I would love to connect/collaborate if anyone is interested in vacation rentals!!

Once in France, I became the head brewer of an up-and-coming craft brewery and spend the next 2 years refining their products and processes, as well as doubling their production.