We have a great deal in common. I followed a similar path to yours, and somewhere along the way moved into the Advertiser side of the equation, where the potential upside is much higher. Being a solo affiliate these days has been usurped by large companies posing as 'ad networks,' reselling traffic on the open exchange. With your background, you could make a lot more (in the form of salary and bonus) by marketing at a company that has a large marketing budget. I personally know affiliate vets like myself that pull 500k+ salary and bonus, whilst also having side projects. This is definitely one of those cases in which your skills are more valuable promoting an existing business than starting your own.