I think you are misunderstanding the terms... you pay the activation fee ONCE... that's it... then you have an active account.
You can then choose to pay for your subscription on a monthly basis or on a yearly basis. For customers who are willing to commit to a year, WebAssist offers a slightly discounted rated at 199.99 per year as opposed to a monthly rate of 19.99 which will create an annual cost of 239.88. So, if you are willing to commit to a year and lay out the money upfront, you get a discount on your annual total.
In other words, you wouldn't be able to sign up for a month and then cancel the next month and still get use of the extensions... the extensions will only work if your subscription is current. Now you may not need to use the extensions all year and then, perhaps, a monthly lease where you use them when necessary is appropriate.