You know if your taxpayer is a Statutory Employee:

https://www.investopedia.com/terms/s/statutory-employee.asp

If a regular W2 employee, then there is nothing in the tax code that provides for what you are asking. Sometimes life is not a tax deduction.

"he position itself not only requires a lot of travel but a lot of follow-up and scheduling."

I just had a client discuss with me how they hired a virtual assistant in the Philippines through an agency. The person is treated as an independent contractor and they are paying a high rate = $7 an hour.

"Since he does not have an EIN nor DBA he would use his personal name and SSN on the PAYER section of Form 1099-NEC."

Really? He wants to provide his SSN to all these people?

Why isn't he hiring Household Help? And who stated that the household help has to dust or change diapers all day. Hey, maybe the phone also rings a lot while they are "helping" around the home office.