From Clunky Systems to Seamless Schools: How Sisi is Changing the Game

Jan 10, 2025

Jett Wolper, Founder and CEO of SiSi, and Brandon Porterfield, Co-principal of Hope International Academy Okinawa, discuss the challenges of fragmented school management. They unveil SiSi’s all-in-one platform that streamlines tasks and enhances learning, reducing the chaos of multiple systems. The duo dives into the revolutionary role of AI in education, from virtual teaching assistants to enhancing personalized learning. They also share how user feedback shapes tech solutions, making education more inclusive and engaging.

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ANECDOTE

Fragmented Systems

Jett Wolper's father, a head of school, constantly complained about his fragmented school management software.
This inspired Wolper to investigate and discover a lack of truly integrated platforms in education.

ANECDOTE

DIY School Management

Brandon Porterfield, at a startup school, built his own systems using Google tools due to budget constraints.
This was time-consuming, requiring manual data parsing for various stakeholders.

INSIGHT

The Patchwork Problem

Patchworking different systems together is a common problem in education.
This is often due to acquiring different vendors without true integration.

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SiSi (SiSi pronounced “See-See”) is a transformative all-in-one platform that brings together everything schools need—student records, learning tools, financials, admissions, communication, and more—into one simple, seamless system. Designed for educators, SiSi replaces the chaos of juggling multiple platforms with an intuitive solution that saves time, reduces complexity, and strengthens school communities.

With features like AI-powered insights and automated processes, SiSi empowers teachers, administrators, and families to focus on what matters most: helping students thrive. It’s the ultimate partner for modern schools looking to work smarter and embrace the future of education.

Joined by Rico Chow the Chief Product Officer, Jett Wolper the Founder and CEO of Sisi and Brandon Porterfield, Co-Principal of Hope International Academy Okinawa.

💡 5 Things You’ll Learn in This Episode:

How Sisi’s design simplifies school management for all stakeholders.
Challenges and opportunities in the international school market.
The role of AI in improving efficiency and engagement.
Real-world examples of Sisi streamlining school workflows.
How Sisi envisions leveling the playing field in education technology.

✨ Episode Highlights:

[00:01:00] The challenge of building an all-in-one platform: “We do this not because it’s easy, but because it’s difficult.”
[00:03:25] Designing for global, culturally diverse school contexts.
[00:06:45] How Sisi reduces time-consuming tasks for schools.
[00:11:15] The pitfalls of fragmented systems and the power of true integration.
[00:18:30] Importance of user feedback and community engagement in product development.
[00:25:40] AI’s role in reducing teacher burnout and improving student outcomes.
[00:32:55] The impact of user-friendly design in international schools.
[00:40:30] Vision for supporting under-resourced schools with streamlined tools.

If you'd like to see SiSi in action, they’ll be partnering with IFIP at BETT ExCeL London 2025!

IFIP—the International Forums of Inclusion Practitioners—is an incredible organization leading the charge for inclusion on a global scale. Just this year, they co-hosted the Global Inclusive Schools’ Forum at UNESCO in

This season of Edtech Insiders is brought to you by Cooley LLP. Cooley is the go-to law firm for education and edtech innovators, offering industry-informed counsel across the 'pre-K to gray' spectrum. With a multidisciplinary approach and a powerful edtech ecosystem, Cooley helps shape the future of education.

Innovation in preK to gray learning is powered by exceptional people. For over 15 years, EdTech companies of all sizes and stages have trusted HireEducation to find the talent that drives impact. When specific skills and experiences are mission-critical, HireEducation is a partner that delivers. Offering permanent, fractional, and executive recruitment, HireEducation knows the go-to-market talent you need. Learn more at HireEdu.com.

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