Contentsquare Reviews

3.4

48% would recommend to a friend

(553 total reviews)
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Jonathan Cherki

45% approve of CEO

40% positive business outlook

Contentsquare has an employee rating of 3.4 out of 5 stars, based on 553 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Contentsquare employee rating is in line with the average (within 1 standard deviation) for employers within the Information Technology industry (3.9 stars).

Reviews by job title

553 reviews
1.0
22 Jul 2025
Recommend
CEO approval
Business outlook

Pros

Nothing at this point, exceptionally bad.

Cons

An absurd turn of events got some senior leaders out and brought in even more inexperienced and inept top management, who in turn decided to hire his own people who cannot even sell anything, but are so focused on travelling and collecting miles. Seriously, they'd book week long business trips that amount to nothing, all while reporting to the leadership that they need to cut ancillary functions that resulted in many talented people getting the boot. Such a toxic environment, hope no one hires these nasty crop of people who've driven a once vibrant business into the ground. They'd rather take a 10K deal than show value for what it is.

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Contentsquare Response
10mo
Thank you for your feedback. This is hard to read, but we appreciate you sharing it. The situation you described reflects a breakdown in trust and leadership that we take seriously. No one should feel like decisions are being made without accountability, especially when they result in talented people losing their jobs. We understand the frustration, when our priorities seem misaligned and when actions don’t match the values we talk about. Bringing in new leaders is always a pivotal moment, and it’s clear from your feedback that it hasn’t felt like a positive shift. You’ve raised real concerns, and while we can’t undo the experience, we are listening. Thanks for calling it out and for having been a part of the CSQuad. If you are willing to share more about your experience, we encourage you to reach out to your former PBP.
1.0
29 May 2025
Recommend
CEO approval
Business outlook

Pros

Despite the leadership challenges, there are many individuals across teams are highly collaborative, knowledgeable, and genuinely care about the success of both their colleagues and the business. It’s not uncommon to see teammates go above and beyond to help others succeed, whether through deal support, cross-functional coordination, or simply sharing best practices.

Cons

Leadership at Contentsquare, especially within the APJ region, appears to face ongoing challenges in aligning with the demands of a modern SaaS organization. The current leader appears to come from a services background, with limited publicly available information indicating direct experience in driving new customer acquisition within a SaaS sales motion. This may have made it difficult to provide the level of strategic support needed to navigate complex sales cycles, other than vague encouragement. While this background is publicly accessible, it is unclear whether it was fully considered or simply not prioritized during the hiring process. Meanwhile, the long-standing lack of strong leadership in Partnerships, Presales, and Customer Success has only amplified these gaps over time, driving missed targets and higher churn. Rather than revisiting the foundational issues, the regional strategy has shifted. Several experienced enterprise sales professionals have been replaced with BDRs who previously worked with the current SVP at their former company. Some view this as a significant change in approach. There have been instances where past wins by now-departed teams are still referenced as proof of ongoing success. There is little in the way of strategic sales direction, only aggressive targets with no clear guidance or support on how to achieve them. There also seems to be a recurring pattern where underperformance is attributed to individual AEs, rather than prompting a broader reflection on sales strategy or support. This has led to concerns among the team about morale, fairness, and raises questions about consistency in leadership and leadership accountability. It’s a tough environment when accountability seems to flow only one way. A broader concern is the short-term focus. Globally, enterprise sales cycles are complex, yet leadership maintains a quarterly deal expectation that many believe does not align with market realities. A clearly defined high-velocity strategy could help, but there seems to be a lack of clarity or willingness to acknowledge where the product truly stands in relation to competitors. This strategic misalignment continues to impact execution. In product development, the company’s differentiation appears to be diminishing. Progress has been slower in recent quarters, and there is internal speculation that some product initiatives may be duplicative or misaligned. Whether this is due to unclear priorities or internal coordination challenges is not always transparent, but it has created concern around the company’s ability to possibly remain relevant. Denial is not a strategy. The company has experienced at least one round of layoffs, which was positioned as a necessary step for efficiency. Based on current trends, some employees speculate that an acquisition and further restructuring could be on the horizon.

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Contentsquare Response
12mo
Thank you for taking the time to share your detailed and thoughtful review. We appreciate your recognition of the individuals across teams who consistently show up with care, collaboration, and a commitment to collective success. Our culture of support and shared ownership is something we’re incredibly proud of. We also want to acknowledge the serious concerns you've raised regarding our leadership, go-to-market strategy, and product alignment. Feedback like this, especially from someone who clearly invested in the business during their time, matters deeply. We are taking steps to strengthen leadership alignment globally and better support our teams in high-impact roles across Sales, Presales, Partnerships, and Customer Success. These efforts include more standardized sales hiring practices, cross-regional collaboration on GTM planning, and renewed focus on enabling teams with clearer strategy. On the product side, we consistently ensure that innovation is both differentiated and aligned to customer needs. Maintaining relevance in a competitive landscape requires our consistent, honest reflection and coordinated action. Both of these are active priorities. Your feedback reinforces the importance of building with transparency, long-term perspective, and operational clarity. If you are open to it, your People Business Partner would be interested in engaging in a conversation to dig into some of these topics live. Thank you for the contributions you've made to the team.
2.0
15 Jan 2025
Recommend
CEO approval
Business outlook

Pros

Decent comp structure & Flexibility

Cons

Undergoing alot of change currently with no clear communication of strategy & direction. Mid-term plans keep changing. Terrible sales leadership team,

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Contentsquare Response
1y
Thank you for your feedback and for highlighting the benefits you’ve experienced, as well as the high rating you gave to DEI. We appreciate your constructive input. As Contentsquare has grown, we’ve undergone significant changes in recent months and years. Our evolving strategy, shaped by market dynamics and the acquisition of two companies, has naturally influenced the Sales team’s targets. That said, we recognize the importance of clear communication and will escalate your concerns to ensure we better explain the reasoning behind key decisions moving forward.
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