ecosystem / people / ryan-mckay-fleming
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Ryan McKay-Fleming

Co-founder, Chalk

Edtech

Ryan McKay-Fleming co-founded Chalk, which made lesson-planning and assessment software for K-12 teachers, with William Zhou and Suraj Srinivas. Entrevestor reported in 2015 that he was Chalk's CTO and that the three launched the company in 2012. He is a University of Waterloo alumnus. PowerSchool acquired Chalk.com Education Inc. in 2022.

Ryan hasn’t spoken on a TechTO, TechVancouver or TechWaterloo stage. This profile is here because Ryan co-founded Chalk, which appears in 1 talk in the archive.

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Quick answers

What company did Ryan McKay-Fleming co-found?

Chalk, which made software for K-12 teachers. Entrevestor reported on 2015-11-09 that William Zhou and co-founders Ryan McKay-Fleming (CTO) and Suraj Srinivas launched Chalk in 2012, and The SaaS Podcast introduced him on 2016-03-31 as co-founder and CTO of Chalk.com.

How was the first version of Chalk built?

The SaaS Podcast's episode page, published 2016-03-31, says McKay-Fleming and William Zhou built the first version at his kitchen table over a summer, and that a Texas school asking for 72 licences in 24 hours showed them that schools, not individual teachers, would pay.

Where did Ryan McKay-Fleming study?

The University of Waterloo. A Waterloo News article published 2015-04-15 describes Chalk.com CTO Ryan McKay-Fleming as a Waterloo alumnus.

What happened to Chalk?

Gowling WLG reported on 2022-05-05 that PowerSchool Holdings Inc. had acquired Chalk.com Education Inc., with Gowling acting as Chalk's legal counsel.

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Maintained by TechTO · facts sourced and dated · last reviewed Sep 18, 2026