Rewriting and Venture Capitalization

All software has it:  evolutionary programming in code blocks that are eventually deprecated, features and processes that the market no longer wants, and those few complexities that even a hydraulically-adjustable pavement roller cannot iron out.   This is an inevitable part of having a product that walks the software life cycle and molds itself to customer/market trends.

There is a point at which software outgrows its initial investment (be it technology, business vision, vertical tailoring, etc) and begs for a rewrite.  That’s the question here:  What is the financial and managerial methodology to take all the business logic and institutional utility of an existing software system and leap out of legacy and into a new, freshly-designed, and zippier approach?

This isn’t a question about will-power or nuts-and-bolts, technical know-how.  It’s about how to gather capital and outside experience to convert a fast-moving diesel train to maglev while staying on schedule.

I’ve consumed a few books on Angel and Venture Capital funding (No, not the For Dummies book) and yet the process by which a company gains access to the network of great guidance and product-changing resources is still not clear.  A rough, napkin-based cost analysis points to a far lower risk on an established company with existing product than a start-up.  Yet, the process and likelihood of getting VC attention seems far lower. 

The only logical point I see is that most investors in VC form enjoy the fast ride and opportunity to give back to the community of entrepreneurs that comes with start-ups.  I’m just a wholehearted believer that incorporating some lower-risk, diversity into the portfolio is just smart. 

Yeah…maybe this is more of a request for Comments than something informational as previous posts, but I would love to wrap my head further around recent capitalization and mentoring trends.

got *pointers?  (yeah that’s a geek joke)

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This entry was written by mchu, posted on March 19, 2010 at 1:19 pm, and filed under the Blog.

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