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Cohort 9 has now begun, and will soon be posting cohort interviews and entrepreneur interviews. Stay tuned!

I realize this is an interview with myself which is a little odd. After interviewing other entrepreneurs, I feel that I need to do this interview. I need to do this interview so you will know where I am coming from. So here goes.
1. Give me a little biographical information about you and the businesses you have owned or co-owned.
I grew up in government housing. My mother was schizophrenic and my parents divorced when I was nine. My first business was a cleaning business I started when I was in the eighth grade. I started cleaning neighbors’ houses for $5 per house. The last business I co-owned was The Post newspaper. The Post was almost the death of me. It made apparent some personal flaws.
2. What was the most trying aspect of owning The Post?
Everything! The job was seven days a week, twelve hours a day. That is except on Mondays; Monday was a twenty-four hour day. I was completely exhausted. I didn’t have time to think about what direction to take the paper nor anything else for that matter. Those work hours were simply hours necessary to sustain operations.
Also, financially, The Post was draining. I didn’t take a salary even though I needed to. I pulled out my retirement, maxed out my and my families’ credit cards and sold almost everything I had. I never made a dime on The Post nor recouped any of my/our investments.
3. Why didn’t you delegate some of the smaller responsibilities to your employees?
I should have delegated more. They were all working so hard, I did not want to put any more of the workload on their shoulders. In hindsight, I should have put more work on their shoulders so I could spend time planning and growing The Post.
4. What was the best aspect of owning The Post?
The community completely embraced The Post. It was a different newspaper. We were not politically correct. The same people were not featured week after week and year after year. We quickly, unofficially became known as the local paper for everyone, not just a few. People also enjoyed the uniqueness of some of our content. While most papers buy some syndicated content, we created our own. We had a writer who served in Vietnam who wrote stories about actual happenings in Vietnam. We had another writer who wrote about Leroy the Redneck and I interviewed a prostitute every week.
5. If the community enjoyed the newspaper so much, why didn’t it succeed?
It was entirely my fault. First, I felt sorry for the sales representatives. We were a new paper. I realized it would take time to build up our advertising. Initially, I was only planning to pay our sales representatives on commission only. I then broke down and decided that this was not completely fair. I decided to pay them a salary. They were supposed to be paid 25% commission; instead, they were paid $500 per week until their commission became equal to this amount. The problem was, I kept accepting excuses. In reality, there was no excuse of me paying a person $500 a week when they were only selling $200 a week total in advertising. In reality, their check should have been $50. That was all my fault.
6. What are you most afraid of when it comes to entrepreneurship?
Repeating past mistakes. I have a very stubborn personality. I just won’t quit. I should have closed the post when the losses crossed $100,000. Instead, I doubled that loss and had nothing left before I said enough is enough. The truth being told, if I had anything else to lose, I probably would have kept on going. I just don’t know when to quit sometime.
Also, I have sworn off employees altogether. I just will not have any in the future. No exceptions. If I have sales representatives, they will be paid solely on commission and only be paid when I am paid.