While this meetup idea comes to fruition, would love to pick your brain about the Kingston area as I get fluent with it from a RE perspective. 

Sharma, From my perspective I prefer to run my own fix and flips.

If this is your only rental, it's more about if you want to keep the property from a management perspective.

Any advice or perspective would be incredibly helpful.Thanks!  

It’s clear that the evolving market, especially post-GFC have shaped your perspective, and you’ve outlined some valuable points about the flexibility and challenges of private lending.The flexibility in ARV and LTV is such a huge advantage, especially for investors who might not have traditional financing options.

Also @Andrew Syrios thank you for your opinion also, it´s pretty much helpful to have different opinions and perspectives, but still difficult to decide when someone it´s just beginning.  

I'll let others chime in on their experiences, but from a motivational perspective, I think attending live events and getting the "conference high" is something that only happens through in-person connections and being in the same room with investors who are eagerly pursuing their real estate/financial goals. 

Every investor has their own path, and hearing different perspectives will only enrich your journey.Challenges in Real Estate Investing:Finding deals: In competitive markets, it can be tough to find good deals that make sense financially.Capital and financing: Finding funding, especially as a new investor, can sometimes be challenging.Dealing with tenants: Managing rental properties and dealing with tenants can be tricky, especially with issues like late rent or property damage.Market risk: Real estate markets fluctuate, and external factors (like economic shifts or local development projects) can impact property values.I’d be happy to continue the conversation if you want to dive deeper into any of these topics!

From a tax perspective, I am assuming you would like recognize $0 of the gain on your property in this potential 1031 exchange. 

@Chloe Salcedo EXPAND YOUR PERSPECTIVES:)Know a wholesaler that does business in Michigan and North Carolina.So, why can't you help your sister wherever she is?