(disclosure: I founded BuySellAds.com) I think it's a great idea, actually. At BSA we've been talking about newsletter ads for a while, but haven't been able t

(disclosure: I founded BuySellAds.com) I think it's a great idea, actually. At BSA we've been talking about newsletter ads for a while, but haven't been able to commit to executing on it properly. We went as far as acquiring the NewsletterAds.com domain, but have since stopped there. One of the biggest hurdles with selling ads in newsletters is getting enough valuable inventory. Even with our existing publishers (and with 150-200 new sites submitted every day) we would struggle to have enough meaningful inventory to put together to sell. That being said, I had many people tell me the same thing before I started BSA - that I would never be able to get enough inventory together to make it work. The other piece of advice I can give you is that operating at 25% commissions (like BSA does) is definitely a bootstrapping path. If you can sell ads in newsletters that they aren't already selling, then it's something I would do at a 35-40% level. Maybe that sounds crazy, but if you're able to make sales that are normally not made you can charge whatever you want. So, I'd say go for it, hustle, and make it happen if you are passionate about it.