Kit's free plan goes much further for creators; Mailchimp suits very small lists that need its integrations.
Kit wins on free-plan size; MailerLite wins on the cheapest way to get automations.
Teachable is the cheaper way to sell a first course; Kajabi makes sense when it replaces several tools you already pay for.
Teachable costs less to start; Thinkific includes unlimited courses and built-in communities.
Shopify is the stronger store; Squarespace is the better site for a freelancer who sells a little on the side.
Riverside is for recording remote guests; Descript is for editing what you've recorded. Many shows use both.
Wave is the free starting point; FreshBooks is built for freelancers who bill clients regularly.