A single operated newsletter may be the easiest business ventures to set up:
1) Create an account
2) Import your email list (Paidletter shows you how to grow one)
3) Connect to a payment system (we prefer Stripe) to receive payments.
Readers subscribe monthly or annually, and most publications offer a discount for the annual subscription.
Heather Havrilesky charges $5 per month (or $50 per year) for his “Ask Polly” newsletter.
Heather Havrilesky is an essayist who writes the relationship and lifestyle advice column “Ask Polly” for “New York” magazine’s “The Cut.” Molly is “Polly’s evil twin,” Havrilesky’s outlet for all the things polite and uplifting Polly can’t say.
Despite its parallel to the advice column’s name, Ask Molly isn’t strictly advice. Newsletters include Havrilesky’s essays on life and culture in addition to responses to reader questions.
Havrilesky has been dolling out advice professionally since the mid-90s, starting with a now-defunct online magazine called “Suck,” and she’s a pioneer in online media.
She kept the advice going at her blog for about 10 years after “Suck” shuttered in 2001, pitched it to “The Awl” and finally caught the eye of “New York” magazine, which invited her to write the column’s current iteration.
