I run a tutoring company with multiple tutors and about 165 students. We used Pencil Spaces from August–December 2025. It was one of the worst software decisions in 15 years of business.

What went wrong:
The platform crashed constantly. Sessions wouldn't load. Audio lagged behind video. Students got stuck in waiting rooms. iPads got kicked mid-lesson. We had to establish a standing protocol to abandon Pencil Spaces and switch to Zoom whenever it failed—which was often. Our tutors complained so much I had to archive the Slack channel.
On top of that, students could see other students' names and folder information—a serious privacy issue. We raised it on day one. It was never fixed. A parent complained.
Before launching, I asked their sales rep if our setup would work. He confirmed in writing: "no problem at all." After the problems started, leadership blamed us for using the wrong setup. The setup they recommended instead wasn't compatible with our scheduling system.

How can they improve:
Be honest about limitations. Pencil Spaces may work for solo tutors—the positive reviews here seem to confirm that. But it is not ready for a multi-tutor business with scheduling integrations and real privacy requirements. Don't sell it as one until it is.