VRBO is completely uncooperative in this.I am contemplating just turning each of these over to an attorney, sue for the chargeback plus legal fees, and let it go.

Recently, my tenant has complained about fleas on his dogs from stray cats out in the front yard. The tenant has requested a pest control company to spray the front yard. I am sympathetic and plan on covering the cost...

Are you aware of city of San Diego rules regarding converting existing legal space to ADUs?  

I would say to just keep doing what your doing, do you want to deal with bad tenants, evictions, unpaid rent, tenant complaints, tenant negligence, lawsuits, etc?

I also don't know if it's legal.  

Legal and ethical implications: Agents engaging in such practices may face:Legal consequencesLicensing penaltiesEthical violationsThese actions ultimately harm consumers by restricting options and potentially inflating costs.The new system, allowing buyers and their agents to negotiate commissions directly, promotes transparency and fair competition.

My figures are below.TaxDeed Winning Bid: $489.00 (My Bid May 2013)Property Clean-up: $450.00 (mowing, trash removal)Taxes & Insurance: $80.00 (2013 & 2014)Sale Advertising: $130.00 (Signage, Newspaper Ads, etc)Filings & Legal Fees: $245.00 (Deed, Lien Releases, Sales Agreement Docs)Total Costs: $1395 (approx)Sold for: $3250.00 (August 2014)That is better than the 25% I would have received if the property was redeemed during the redemption period.

Second, you’ll collect more money while doing less work Third you’ll stay legal with notices and operations.

If you need financial help, ask under the "Finance, Tax, and Legal" forum.

There is some room for creativity here, but it takes careful planning and execution, and there is only so far you can push it before crossing the line from aggressive but legal to reckless and punishable.GROUP 2: Legitimate tax strategies, just not for the EOY to-do listForm an S-corporation.