Wendy Solganik built Willa Workshops after experiencing problems in the online art education industry, where teachers competed against the platforms that employed them and received unfair compensation. She wanted to create a different model that worked for both teachers and school owners. She had been purchasing courses from artists who used Teachable, experienced the platform as a student, and knew it worked well. Wendy built Willa Workshops by bringing in guest instructors she wanted to learn from and spotlighting them as teachers alongside her own courses. Teachers received a percentage of net sales no matter who drove the purchase, eliminating conflicts between promoting their own work and promoting the school. She positioned art education as wellbeing and emotional health rather than perfection, attracting students intimidated by traditional instruction. She priced courses higher than competitors to invest in world-class production quality and customer service, and created a product catalog spanning every price point from free content to year-long flagship programs. Wendy's first course, "Willa Journals," sold really well from the start, demonstrating strong potential to build a business. She grew Willa Workshops into what is described as the largest art school on Teachable, with courses teaching watercolor painting, hand lettering, handmade book and journal making, and collage and mixed media art to mostly middle-aged and older women around the world. Her signature program, Fodder School, runs for twelve months with projects from different instructors and includes live Zoom sessions that build community, with alumni returning for subsequent years.

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Elisa Azoum, a former television assistant editor from Paris, started tutoring French during the COVID-19 lockdown in 2020. She quickly discovered that one-on-one sessions had a ceiling—she could only help as many students as she had hours in the day. Students repeatedly requested structured resources for pronunciation, grammar, and cultural context beyond their tutoring sessions. She launched a YouTube channel in 2021 to reach more learners, but sponsorship income created awkward constraints and limited her control over her schedule. In May 2022, Elisa launched her first course on Teachable, focused on pronunciation—the exact pain point her YouTube audience kept mentioning. She built a team of five people (virtual assistant, scriptwriter, video editor, teacher, and email marketing specialist) to scale beyond solo creator limits. She stopped accepting sponsorships from other language learning companies to focus on promoting her own courses. Her course catalog expanded to include multiple proficiency levels (A2, B1, B2) and audio courses teaching real conversational French rather than textbook French. French Mornings with Elisa grew to become one of the most successful French schools on Teachable, enrolling 2,850+ students. Courses became her main revenue generator, providing recurring income that didn't depend on her personal presence and allowing her to earn while she slept or traveled. Students from dozens of countries including Germany, Finland, the UK, the US, Canada, Spain, Indonesia, Austria, and India enrolled in her courses. The combination of YouTube content, Instagram, podcasts, and structured courses created multiple entry points for learners at different stages.

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The City of Albuquerque faced a significant training gap when its enterprise LMS platforms could not reach non-employees. PeopleSoft ELM required VPN access that blocked mobile users, and Knowledge City required city email accounts and employee IDs. This left approximately 900 summer seasonal workers, hundreds of volunteers across animal welfare and other departments, and various board and commission members without access to required training. The city needed a solution that could onboard people without city credentials while maintaining compliance tracking. Tom Darling's HR team implemented a three-platform training operation with Teachable serving all non-credentialed users. They deployed Teachable for summer seasonal worker onboarding, volunteer training across animal welfare and environmental health, boards and commissions training, and leadership development cohorts including a year-long Pre-Management Development Program and five annual eight-week Supervisory Development Program cohorts. The team created simple enrollment workflows using personal email addresses and URL distribution, eliminating IT involvement. Will Wheeler managed daily operations and content production, routing audiences to the appropriate platform based on their credential status. The implementation enabled the city to train over 1,300 non-employees annually without VPN barriers or credential requirements. The team reduced Knowledge City costs to $67,000 annually for 6,000 employees (approximately $11 per employee) while maintaining a lower-cost Teachable subscription for all external users. Teachable's leaderboard and reporting tools eliminated manual compliance tracking, allowing Will to monitor completion status across all programs in real-time. The city successfully launched multiple cohort-based leadership programs serving 25 participants in year-long development tracks and 20-25 people per cohort across five annual supervisory training cycles, with plans to expand to a two-year apprenticeship program.

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