Thanks for sharing your situation in detail. It sounds like you have a solid foundation in both teaching and technology. I think gaining more experience teaching CS, while completing some EdTech certifications, could be very helpful before deciding on a second master’s. Once you have that experience and the certifications, you’ll be in a stronger position to move into a better school or an EdTech consultancy role. Balancing practical experience with additional qualifications seems like the best approach.

It’s possible, but planning is crucial. Make sure to factor in commute, school culture, and extra duties, sometimes the day-to-day differences can be bigger than expected.