Rapidly declining culture, weak leadership, and high attrition makes this a risky place to work at - Manager Wayground Employee Review

1.0
7 May 2026
Recommend
CEO approval
Business outlook

Pros

Free Food Thursday Special Lunch

Cons

Co-founder left. Core HR team left. Majority of the design team left. Many senior folks across departments have exited over the last few months, and a few more are expected to leave soon. The company also stopped pursuing its “Great Place to Work” certification. There have been multiple rounds of layoffs, followed by rehiring in the same departments, which felt difficult to understand internally. Leadership has also openly emphasized operating with extremely lean teams, often pushing employees beyond sustainable capacity. The culture now feels far more transactional and significantly less empathetic toward employees. At this point, it seems deeply embedded into how the company operates. The company has had, and still has, some incredibly talented people, but unfortunately many of them are neither appreciated nor rewarded the way they deserve to be. Attrition itself now seems to be a bigger issue than layoffs, with many employees leaving even without offers in hand. The current trajectory also suggests attrition could reach record highs. Glassdoor rating dropped from ~4.5 to 3.5, and there also appears to be strong internal pressure on employees to leave positive ratings online. Teams I would strongly advise candidates to avoid joining right now, largely because of the current leadership within them: Product Design HR International Markets Sales & Customer Success You may still join for the opportunity, but based on the current environment, there’s a high chance you’ll regret it later. Just sharing this as an honest heads-up for prospective candidates. No hatred towards the company, but in its current state, I genuinely wouldn’t recommend joining right now.

Explore other reviews about Wayground

5.0
18 Feb 2026
Recommend
CEO approval
Business outlook

Pros

Wayground is at a stage where you can have real ownership and make a tangible impact. People are trusted to take initiative, improve processes, and help shape how the company scales.

Cons

As with any fast-growing company, some processes and structure are still evolving. This can require flexibility and comfort with ambiguity, but it also creates opportunities to step up, lead initiatives, and directly influence how things are built.

1
2.0
11 Apr 2026
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

For an Ed-tech company, the base pay is better than most. Product is amazing, and product team is very responsive to customer needs. Product team is the best thing about this place. Fully remote, with quarterly(ish) in-person meetings. The company has always been scrappy and that was ok, because systems were always being built and employees had autonomy to build those systems and structures (this has since changed, and those structures that were built have now fallen by the wayside. It all started with the rebrand and when they brought in the new CRO and let go of SO MANY AMAZING PEOPLE.)

Cons

Like I said above, things were always a bit scrappy here and it still felt like a startup, but people truly cared about education, the product, and slowly making the structures better. That COMPLETELY CHANGED when they brought in a new CRO and fired half of the US team, including leaders who were instrumental in making these internal processes better. After they laid people off, the CEO met with the rest of the company in a Zoom and it was the most heartless “speech” I’ve ever heard regarding laying off so many people. Just talking about how excited he was for this change. They brought in tons of sales people and BDRs, and honestly, the heart has just completely left this company. It’s gone. I hope they can find it again. (That actually probably started when Deepak, the co-founder, left a little over a year ago. He was likely the heart of the company). Everything is reactive. Honestly, it has always been this way a bit, but now with the CRO it has gotten 200x worse. No forethought into anything. Even the quarterly in-person meetings are planned with 3-4 weeks' notice. So you end up having to reschedule your life and important meetings to be there. Things are promised and not followed up on. People are numbers. They have raised prices a ton just in the last year, with schools and districts in deficits and struggling to keep their own teams. They couldn't care less, completely greedy. The CEO wants one thing only, and that’s $$. I’d say, get out of the education world if that’s your goal. My advice is, if you’re looking to come to this company any time around the date of this post, run. Unless you’re completely desperate and just need a job, and this is all you can find… RUN.

4
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