Hi,
You've worked really hard at putting together a business, a site and now a plan. When I read your list, I was left asking "Why?"
What drove the decision to distribute one press release per month? Is it for a tangible reason? For example, so you release a brand new product every month? If so, then okay, there's a business reason for that frequency and that goal. But if not, Why once a month? Is it because you think that's somehow going to get you attention in the search engines?
My same question/challenge transfers to everything else in your plan, You mention Web 2.0 submission Web at Squdoo, Hubpage , Tumblr , Blogspot , WordPress. Why those? What made you choose those? Was it driven by data that tells you that your users are hanging out in those places? Or was it driven by what you think Google is going to reward in the SERPs.
I'd personally revisit every item in the plan and determine whether or not there's data to support that decision, if not, move on and find some other way, some other place to promote that's directly relevant to your particular business.
A linkbuilding plan shouldn't be arbitrary. It needs to be intentional. Just my humble opinion. The days of a formulaic/quantity driven approach to link building are long, long gone.
Cheers,
Dana