For me biggest challenge I always have is getting returns done and k-1s issues

The biggest challenge for being a great realtor is always generating leads and staying organized.

You asked about buying older properties and the biggest issues I have found is that roofs need to be replaced, HVAC needs servicing/replaced, and sometimes there are foundational issues (not super common). 

CA  the war and the Earthquake and the market being very poor in N Ca as a result.

1st, my pricing was not cheap to begin with $200 a mo.2nd, I live in California and my property is in Birmingham.3rd, they had great reviews until I dug a bit more.4th, they're the biggest in the state of Alabama.Anymore questions Drew?

Biggest thing would be to confirm the loan amounts and if they will lend to that particular area (being keen to make sure its not rural).

My biggest hurdle has been securing financing to work on multiple projects simultaneously.  

@Brad Herb Investing in a syndication via a Self-Directed IRA (SDIRA) offers tax advantages but comes with fees and limitations:Advantages:Tax Benefits: Gains grow tax-deferred (Traditional SDIRA) or tax-free (Roth SDIRA).Avoid Penalties: Keeps funds in the IRA, avoiding early withdrawal penalties.Diversification: Adds real estate syndications to your retirement portfolio.Disadvantages:Fees: Setup, custodian, and administrative fees can reduce returns.UBIT: If the syndication uses debt, income may be subject to Unrelated Business Income Tax (UBIT).Complexity: Strict rules; all income/expenses must flow through the SDIRA.Illiquidity: Syndications are long-term, locking up funds.Use an SDIRA if the investment is significant and the UBIT impact is minimal, especially with a Roth SDIRA for tax-free growth.Remember that RE, outside of retirement accounts, provides the biggest tax benefits.This post does not create a CPA-Client relationship.

I feel fortunate to find that one and the land its on is up zoned it will allow multi story mixed use commercial and resi and STR and is in the biggest city of the wine country in Oregon so upside along with it..

The biggest one is called the Gypsy Nurse, 130,000 members.