I am a first-time employer, and recently hired a freelancer for a full-time job with the job title "Need assistant for a monthly contract requiring stock trading/finance-related work".
In the job post, I said the job would consist of is assisting me in stock-trading, financial research, tracking my portfolio all day long, sending me constant alerts related to my portfolio and market changes, and grunt work related to trading.
I also added a small point in the work description "Any other personal assistance work."
Now I'm wondering where I draw the line in personal assistance. I have many personal assistance tasks that I need frequently like "Running my dating profile", "Look who is a good doctor in my area for X health issue and book an appointment", "Call everyone and find who has this product available", "Look for best and cheap flight connection between these 2 countries".
Although part-time work, these tasks are completely unrelated to finance. I know a lot of white-collar workers don't like to do such thing and believe they are being treated like a servant.
How do I know if my freelancer employee is okay with such work? I can try asking but I am not sure if he will say yes anyway since after all, I am his boss.