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Miami’s EdTech Surge: AI Tutoring, Skills Marketplaces, and the Future of Learning in Florida

by | Aug 10, 2026 | SMB Growth Hub

In August 2025, Yourway Learning (formerly LINC Learning), a Miami Lakes-based EdTech startup led by Jason Green and Jaime Palés, secured a US$9 million Series A round from Greybull Stewardship-underscoring the region’s growing role in K–12 AI-powered education innovation. This milestone arrives amid a broader recalibration in South Florida’s venture capital landscape, with total VC funding dropping from US$5.8 billion in 2022 to US$2.41 billion in 2023, yet EdTech standouts like Yourway Learning and ClassWallet continue to attract significant attention from investors and school districts alike. For international investors and EdTech founders, Miami’s unique LatAm gateway position, bilingual workforce, and regulatory momentum present a compelling entry point into the U.S. market. For ongoing analysis of Miami’s startup environment, visit the Damalion blog.

With 318 venture-backed companies and US$12.2 billion in total funding as of mid-2026, Miami’s startup ecosystem now ranks #22 globally according to StartupBlink, posting the strongest growth among top-30 tech hubs. Nine of these ventures are EdTech-focused, spanning AI tutoring, skills marketplaces, and corporate training platforms. Regional initiatives like Tech Equity Miami’s US$100 million fund and Miami EdTech’s non-profit accelerator are further fueling digital access and education innovation in Miami and throughout Florida.

AI-Powered K–12 Platforms: Yourway Learning Leads the Charge

Yourway Learning stands at the forefront of Miami’s EdTech scene, offering an AI-driven platform for K–12 school districts. Founded by Jason Green and Jaime Palés, the company focuses on instructional alignment, real-time learning analytics, personalized learning pathways, and educator professional development-addressing the persistent pain points of teacher workload and student engagement. Their flagship product, Yourway Spark, leverages purpose-built AI to deliver high-dosage tutoring and workflow automation for educators. In its most recent pilot programs, over 53% of participating teachers reported a reduction in administrative workload and improvements in student support.

The recent US$9 million Series A round, following an earlier undisclosed seed round (estimated at US$6 million), positions Yourway Learning for further expansion into district partnerships and advanced AI research. The company employs between 11–50 staff at its Miami Lakes headquarters and exemplifies the city’s trend toward educator-first, research-backed EdTech solutions.

Skills Marketplaces and the Rise of Localized Learning: TeachMe.To

While AI and digital platforms dominate headlines, skills marketplaces like TeachMe.To are reshaping how Miami’s residents access in-person learning. TeachMe.To, which secured a US$5 million seed round in July 2024 led by local fund Bling Capital (with support from Marketplace Capital, 20Growth, and angel investors such as Deb Liu and Brent Turner), connects users to local instructors for lessons in sports, music, and more. In Miami and across broader Florida, the platform has expanded tenfold since 2022 and now facilitates over 200 daily lessons in major U.S. cities.

This surge in skills-based, community-driven education aligns with Miami’s entrepreneMiamior affected by the broader tech funding reset, standout rounds continue to occur. In addition to Yourway Learning and TeachMe.To, ClassWallet (Hollywood, FL) raised a US$95 million growth round, led by Guidepost Growth Equity, to streamline education financial management for school districts.

Miami’s ecosystem is further buoyed by local accelerator programs and non-profit initiatives. Miami EdTech (based at The Lab Miami) provides K–12 teacher professional development, computer science curriculum, an EdTech incubator, and equity-centered programming. University-led accelerators like USTAAR (University of Miami) and S.I.E.L. offer up to US$100,000–$300,000 in funding and tailored mentorship, while the Scale2Miami program supports both local and international founders seeking U.S. market entry.

On the regulatory front, state and local policymakers are ramping up their commitment to AI in education. Miami Dade College recently launched Florida’s first bachelor’s degree in Applied AI, along with associate and certificate programs, reflecting the region’s drive to cultivate AI talent for both EdTech and broader tech sectors. Initiatives like Tech Equity Miami (aīre ventures, JPMorgan Chase, and others) are investing US$100 million to expand digital access, K–12 technology exposure, workforce pathways, and EdTech startup support-underscoring the city’s long-term vision for educational transformation.

International Entry Points and Future Outlook

For international EdTech entrepreneurs and investors, Miami’s unique position as a LatAm gateway and its international, bilingual workforce provide strategic advantages for scaling U.S. operations. The region’s vibrant tech scene, proximity to Latin America, and robust accelerator and funding infrastructure make it a compelling alternative to traditional EdTech hubs.

Miami’s EdTech market is expected to continue growing, powered by the city’s commitment to digital equity, AI adoption in schools and higher education, and ongoing support from both public and private sector partners. For further insights on Miami’s SaaS, AI, and InsurTech sub-ecosystems, see related analyses such as Miami’s SaaS Surge: How the Magic City Became a Hotbed for Cloud Software Innovation, Miami’s AI & Machine Learning Startup Ecosystem: The LatAm Gateway for Next-Gen Innovation, and Miami’s Insurance Technology Boom: The Rise of InsurTech in the Magic City.

Damalion supports international startups (from pre-seed, seed, series, A, B, C, growth stage and mid-caps) entering the U.S. market with corporate structuring, fundraise, customer development expertise, regulatory compliance, and operational guidance tailored to the needs of growing companies. We also advise international investors, family offices navigating the U.S. startup ecosystem and real estates with deal sourcing and strategic advisory.

Contact your Damalion experts now.

Frequently Asked Questions

In 2025, Yourway Learning closed a US$9 million Series A round led by Greybull Stewardship, making it one of the most notable recent EdTech investments in Miami. Hollywood-based ClassWallet also raised a US$95 million growth round in 2023.

AI is driving personalized learning, teacher workload automation, real-time analytics, and high-dosage tutoring. Yourway Learning, for example, deploys AI to support instructional alignment and individualized education plans for K–12 districts.

Support includes accelerator funding (e.g., USTAAR, S.I.E.L.), mentorship from Miami EdTech and Scale2Miami, and access to major digital equity initiatives like Tech Equity Miami. Damalion offers tailored expertise in U.S. entity formation, compliance, and B2B/B2G procurement for EdTech founders.

TeachMe.To is a leading skills marketplace platform in Miami, connecting users with local instructors for in-person lessons in sports, music, and more. The company saw rapid expansion and recently closed a US$5 million seed round.

Miami Dade College has introduced Florida’s first bachelor’s degree in Applied AI, and the city is investing heavily in digital access and K–12 technology. Regulatory trends focus on AI adoption, digital equity, and data compliance for student information.

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