It took me a long time to quit my job as a teacher and start my own business. I don't believe in regrets, it was a great learning opportunity and I believe things happen when you are ready. That being said, I would have asked a lot more for my membership subscription based website. I've bootstrapped it as a free service to gain enough traction (users). Then after 2.5 years introduced a paid plan for new members, leaving the early adopters on the free plan. In the beginning of this year I moved everyone on the paid plan and asked twice the yearly subscription fee. Apparently, this price increase added a more premium feel to the service and customer retention and sign up sky rocketed. Never expected this to happen. Sometimes you have to make bold moves for things to change.
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It took me a long time to quit my job as a teacher and start my own business. I don't believe in regrets, it was a great learning opportunity and I believe things happen when you are ready. That being said, I would have asked a lot more for my membership subscription based website. I've bootstrapped it as a free service to gain enough traction (users). Then after 2.5 years introduced a paid plan for new members, leaving the early adopters on the free plan. In the beginning of this year I moved everyone on the paid plan and asked twice the yearly subscription fee. Apparently, this price increase added a more premium feel to the service and customer retention and sign up sky rocketed. Never expected this to happen. Sometimes you have to make bold moves for things to change.