Is Self Employed Disability Insurance Deductible? 
Disability Insurance premiums , if paid by the `` employer '' -LRB- and in this case you as the self employed -RRB- , would create a TAXABLE benefit to the insured should a claim occur . But because you are a Self Employed Individual , Individual disability income insurance premiums paid by a Sole Proprietor are not deductible , and the benefits received are tax-free . If you would like to see an insurance company answer to your question , click on the following link for Mass Mutual 's overview : WEBSITELINK 