Founder of Chalk to CEO, Erin helps teachers turn classroom experience into new career opportunities — covering resume building, ATS optimization, and the mindset shifts behind a confident transition.
An educator turned project manager and entrepreneur (“Lola the Manager”), Lola shares how teaching skills translate to business, the power of strategic planning and resilience, and how to build a portfolio that opens doors.
A former teacher turned financial advisor, Diana demystifies teacher retirement (TRS) — the rule of 80, common misconceptions, additional income streams, and planning for life beyond the classroom.
Anaia moved from criminal justice into teaching and social work. She talks authenticity, community, navigating life as a young educator of color, and using social media to inspire and connect.
With 23+ years in music education, Kristin reflects on finding her calling in elementary music, the Kodály approach, leadership, and growing into an aspiring fine arts administrator.
Known as “Mr. H,” Keldric went from pursuing dance to teaching third grade. He shares the realities of being a young male educator, burnout, representation, and balancing teaching with a growing social platform.
After 17 years in the classroom, Meredith built a freelance copywriting business — quietly at first, then full-time — serving education and EdTech companies, and now helps other teachers do the same.
Founder of Chalk to CEO, Erin helps teachers turn classroom experience into new career opportunities — covering resume building, ATS optimization, and the mindset shifts behind a confident transition.
An educator turned project manager and entrepreneur (“Lola the Manager”), Lola shares how teaching skills translate to business, the power of strategic planning and resilience, and how to build a portfolio that opens doors.
A former teacher turned financial advisor, Diana demystifies teacher retirement (TRS) — the rule of 80, common misconceptions, additional income streams, and planning for life beyond the classroom.
Anaia moved from criminal justice into teaching and social work. She talks authenticity, community, navigating life as a young educator of color, and using social media to inspire and connect.
With 23+ years in music education, Kristin reflects on finding her calling in elementary music, the Kodály approach, leadership, and growing into an aspiring fine arts administrator.
Known as “Mr. H,” Keldric went from pursuing dance to teaching third grade. He shares the realities of being a young male educator, burnout, representation, and balancing teaching with a growing social platform.
After 17 years in the classroom, Meredith built a freelance copywriting business — quietly at first, then full-time — serving education and EdTech companies, and now helps other teachers do the same.