Flailing and failing - Anonymous employee Esper Employee Review

2.0
3 June 2023
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Really good in-office amenities, good equipment budgets, and excellent pay.

Cons

Everything else. Esper is a company that has very little to no idea who it wants to be. There is no respect from any of the rank and file for the C suite, and it's plain to see why. Executive leadership squabble and conspire like boys out at a "No Wives!!!" poker night. Everything is done under cloak of secrecy, and strategic changes are dropped on you during an all-hands like an atomic bomb. Executive leaders continually fail to establish realistic pathways to business goals but expect operational leaders to do it for them. None of the leaders in this organization remotely understand the target customer for the product, and it's painful to watch legacy tech leaders come in and act like they do. Most recent senior hires are woefully out of step with startup culture and have little relevant experience in the MDM industry. If you're looking at a sales role: Esper's product is extremely difficult to sell. Deals take upward of a year to close, churn is growing, and technical account managers are being worked to the bone to address huge customer pain points that only seem to multiply. There's going to be a tipping point, and they're going to lose a big customer because of it. When that happens, Esper could very well enter a death spiral. Esper also has no consistent long term business vision. The company has no idea if it wants to be acquired or to move toward independent profitability. The product itself has failed to evolve and iterate major features, and "table stakes" enterprise customer features like RBAC (Role Based Account Control) have taken embarrassingly long to develop.

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Esper Response
3y
Thank you for sharing your feedback. The Executive Leadership Team and I wish you the best in your career. -yadhu

Explore other reviews about Esper

5.0
7 Jan 2026
Recommend
CEO approval
Business outlook

Pros

I've spent over a decade in the device management space, and what drew me to Esper was the rare combination of technical excellence and genuine commitment to organizational health. This is a leadership team that doesn't just talk about culture—they invest in it. The company is on remarkably solid financial footing. We've been recognized repeatedly as one of the fastest-growing startups in the industry, backed by investors who truly understand the space and are in it for the long haul. That stability lets us make smart, strategic decisions rather than desperate ones. The CEO is genuinely open to feedback and committed to building something sustainable—not just chasing growth at all costs. Strategic clarity here is refreshing; everyone knows what matters. If you're energized by transformation and want to be part of a company evolving from startup scrappiness to enterprise maturity, this is an exciting place to be.

Cons

We're in a real transition—moving upmarket to enterprise while still serving a long tail of smaller customers. That means competing priorities and some growing pains as we figure out how to operationalize at scale. Not every system is fully built yet; some weeks feel like we're building the plane while flying it. The pace can be intense, and like most companies our size, you'll wear multiple hats.

2
4.0
4 Feb 2026
Recommend
CEO approval
Business outlook

Pros

This places offers opportunites for those just starting

Cons

Startups can be unstable during economic downtunrns

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