How do I legally sell my email list asset, and do I need to sell the business along with it?

Tricky. Likely many email addresses are dead + others have forgotten your name + why they subscribed. Your steps. 1) Clean your list. 2) Place a link at top of each message that says. Report this message as spam, which then connects to a non-interactive, instant unsubscribe mechanism. This keeps people from reporting you to real spam authorities. 3) Wait 10 days, for all unsubs to come in. 4) Create a targeted audience in Facebook or Traffic Oxygen to get your name in front of these people + generate some cash, without emailing them. 5) Then run this for... say 30 days... 6) Then start weekly emails + keep these email going, so your list stays warm. If all this makes your head spin, hire someone to assist you with this.

It always starts with the list. You mention 'non opt-in' lists, which is certainly more troublesome than any domain name. Your best course of action is to get a new domain, re-confirm the lists you have (requiring the subscriber to click through in order to stay on), and only accept confirmed opt-in lists moving forward. It will decimate your mailing list in the short term, but long-term eliminate your deliverability concerns and improve ROI.

I'm a developer at Clarity and was involved in the development of this feature. This specific feature was developed in house. We keep event logs around for a log of things and this feature is built on top of that. When you visit a certain page showing interest in an expert, we'll schedule a job to send this email. A few hours later, when the job runs, it verifies a few things against other logs and we send the email if it's a good fit. These days I would take a good look at Intercom (https://www.intercom.io/) to do this. They recently came out with event tracking (http://insideintercom.io/power-of-behavior-driven-messaging) making this kind of feature a lot easier to build.

I have. You will experience a much better return on investment, and your customers will have a much better experience when you take advantage of audience segmenting -- which Customer.io and the likes offer. To be far, you can achieve this same result with tools like Aweber, but they are not as intuitive because, frankly, they were made long before the best practice of segmented and event-based email notifications were established and as matured as they are now. Depending on your list size, a move can be a hassle. But, if you have a plan on how to monetize that list, and deliver incredible value to your subscribers, I would encourage you to move to platform that can slice and dice your list how you need. Any other questions, feel free to drop a note or schedule a call. -Shaun

Your emails have a lot of room for improvement. You have to: 1) Give a 1 sentence intro 2) Get right to the point quickly in a clear and easy to understand way. Eliminate all the long winded and confusing language (i.e. everything in quotes: "business attitudes towards....provision") 3) Most people will be very wary of clicking links in a cold-call email. Both because it would take time, and because they're expecting to see a huge survey and/or a crappy app made by some schmo. To get around that negative bias, include an impressive screenshot of your app, and include all the questions of your survey, or if it is super long, include just the most interesting questions to pique their interest. Have those things be in-line, not as attachments. Doing these things will help make them curious and help convince them that it's worth clicking on the link (they'll trust you more). 4) If allowed in this project, look into other routes other than emails. For instance: A) Post it to relevant subreddits (https://www.reddit.com/r/AlphaAndBetaUsers, https://www.reddit.com/r/sideproject, etc.). B) Mail a small gift (e.g. a small chocolate) to companies, and have a note on the chocolate with an intro and a link (use an URL shortener) and QR code. Even if they don't go to the link on the note, you could do a follow up email in which you mention that you previously sent them the gift, which will increase your success.