Do you sell to your friends?

Question

My product is featured on BitsDuJour today, and early in the morning I got a purchase notification with dramatically familiar name and email. I refunded the order right away and contacted the person with anger and frustration. I always give away free licenses of my product to people I connect with personally, so it was very disappointing to know that someone I know so well tried to buy a license instead of just asking for it. She replied that asking for a free license of a 299USD product was unacceptable for her self-esteem and the full price was too high so she took advantage of the discount. Oh well...Now I am left with mixed emotions. Is it OK after all to sell to your friends? Given that it is not a physical product and it does not cost me much to give it for free. Furthermore there may be others who even felt uncomfortable when I angrily rejected their money...What is your experience with situations like this?

gus_massa · Accepted Answer

Don't be angry, take this as a friendly support of your business. She think that it's a good product and she need it, so she wants to buy it. As a side effect, the money will help you to keep your business afloat. It's a win-win.
It depends a lot on the nationality/ethnicity of each person. Where are you from? Where is she from? If you are from country A and she is from country B and both live in country C you need an UN expert to answer the question.
It also depends on the profession. Some profession have an honor code. Some professions are more eager to give a free first consult. And it probably depends on other factor too.
Have you offered to give a free license? If she refuses the free license, should you offer it again? It depend s lot on the nationality/ethnicity.
Can you offer a free upgrade? I'm not sure if this is an aceptable solution for both parts!!!
tl;dr: Humans are complicated :)