Does anyone have a suggestion for a small business owner to make a benefits plan work for their employee (n=1)?
Anonymous
Does anyone have a suggestion for a small business owner to make a benefits plan work for their employee (n=1)?
I am a sole proprietor (minority-owned and female) with one employee. I would like to offer competitive wages AND insurance benefits (especially health insurance) for my employee. Yes, one employee. There’s no group for a group policy here..
Also, the turnover every 1-2 years for the employee really sets me back productivity-wise (hunting for the next candidate turns me full time into the recruiting and HR department) and it costs a few thousand per employee to onboard…Not automatically offering health insurance and other commonly offered employment benefits seems to really weaken the applicant pool in a labor market that is already not particularly strong for those hiring. This past hiring span lasted months before finding my new person.
So I think I found someone, and now I am onboarding that person.
Does anyone know how I can help my employee pay their premiums for health insurance and retain a tax deduction for this business expense? I’ve considered paying for the employee’s HSA or deductible some how but I don’t know the ins and outs how to make this happen legitimately.
Who do I see for specific advice? Does anyone give advice to tiny businesses? (Navigating a mine field of vultures posing as friends of small business is probably a whole other post. Staffing companies are asking for 25-35% of employee salaries, fyi). How can little businesses be competitive employers?


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