The Side Hustle Show
by Nick Loper · Side Hustle Nation
Long-running interview podcast hosted by Nick Loper in which guests explain how they started and grew side businesses, including freelancing, online stores, content sites and service gigs. Listeners get concrete tactics for launching and scaling income beyond a day job.
More resources on Freelancing & Solopreneurship
The Speaker Lab
Weekly podcast from Grant Baldwin and his coaches on building a paid speaking business: finding and pitching events, setting and negotiating fees, marketing a speaker brand and interviewing working professional speakers. Listeners learn how conference and keynote speakers get booked repeatedly.
Creative Pep Talk
Weekly podcast by illustrator and author Andy J. Pizza on sustaining a creative practice, through solo episodes and interviews with working artists about discipline, finding a creative voice, overcoming blocks and building a viable career from creative work.
The Creative Boom Podcast
Interview podcast from the Creative Boom magazine in which Katy Cowan talks with designers, illustrators, animators and creative founders about their careers, including confidence, burnout, pricing and sustaining work. Listeners hear how working creatives build durable practices.
Art Side of Life
Interview podcast in which illustrator Iva Mikles talks with working artists about their careers. Conversations cover finding clients and commissions, freelance illustration, building a personal style, social media audiences, and daily studio habits, showing how professionals sustain creative work.
Startups For the Rest of Us
Long-running interview and question-and-answer podcast for self-funded software founders, hosted by the founder of MicroConf and TinySeed. Episodes cover pricing, churn, hiring the first employee, marketing channels and moving from freelancing to a product business.
Kalzumeus Greatest Hits
Essay archive from a developer who ran a one-person software business, covering first consulting clients, raising rates, salary negotiation, minimum viable back-office setup, and the path from productised consulting to a SaaS product. First-hand, numbers-attached writing from someone who actually did it, which is the opposite of the course-seller content that dominates this domain. The curated 'greatest hits' index solves choice-paralysis across a fifteen-year archive.