Inside a Broken Company: Spin, Panic Hires, and False Promises - Software Engineer Nylas Employee Review

1.0
10 Nov 2025
Recommend
CEO approval
Business outlook

Pros

Remote Pay Benefits Freedom Perks

Cons

What a mess. Here’s how it actually played out: Leadership (execs, board, CEO) were not honest about the founder/CEO’s departure. We were given a polished story, but it was clear she didn’t “just decide to leave” — she was pushed out. The previous CEO resigned in November 2024. The founder was made interim CEO, then officially CEO about six months later, and then removed roughly two months after that. In my view, she was completely unprepared for the job and visibly out of her depth. That’s not just on her — that’s on the board for putting someone clearly unfit into the role and pretending it was a real plan. The board now claims Jeff was “always the CEO plan.” That doesn’t line up with reality. He was brought in around May to rebuild Sales after the former CRO realized he was on the chopping block. Instead of doing a proper CEO search, they did a quick internal assessment and handed Jeff the role, largely because he’d previously worked for one of the investors. That’s not strategy; that’s convenience. Then came the RIF/layoff: The company just did a layoff that shocked most people, because in September Jeff told everyone there were “no plans for a RIF.” Two months later, people are out. That destroys trust. Some people were genuinely relieved to be leaving. Others literally raised their hands to be included because they’d had enough. The all-hands after the RIF made it worse: The CFO basically told everyone: if everything goes to plan, maybe we can hit ~$33M in two years and then the equity might be worth something. Two years. Why would strong performers stay and “wait and hope” here when they can join a real growth company where the equity already has meaningful upside? Meanwhile, the core of the business is still a mess: Customer Success and Sales are both struggling. CS can’t stop the churn. The current CS manager hasn’t been able to turn it around, so now they’re bringing in a VP to “fix” it. Sales is a graveyard. They keep trying to sell a basic, undifferentiated product to basic companies. There’s no clear path to meaningful growth when the product is mediocre and the strategy never changes. This is what a broken company looks like: leadership spin, rushed CEO decisions, broken promises about layoffs, no credible growth story, and a product that doesn’t earn the kind of future they keep trying to sell.

Explore other reviews about Nylas

5.0
27 Apr 2025
Recommend
CEO approval
Business outlook

Pros

Remote-friendly workplace with great work life balance! Managers give ICs incredible autonomy to manage their own work schedule (of course provided quality work is still being produced). Managers invested in their ICs growth trajectory, and always willing to give constructive feedback. The depth of engineering talent here is tremendous, there's always something to learn from your colleagues, and everyone here has a winning attitude. The core Nylas product solves a real problem and has incredibly strong retention.

Cons

Since its massive series C round a few years ago, the company experienced a period of over-hiring and rapid growth, followed by 3 successive layoffs and product/revenue/morale stagnation. A lot of energy was invested to clean up past exec leadership mistakes, and the future of the company is not as glowing as it once was. It's unclear as of now if the new bets Nylas is taking for new industry verticals or product lines will pay off and get them back on the hyper-trajectory path or lead to an exit.

2
1.0
28 Jul 2025
Recommend
CEO approval
Business outlook

Pros

Remote work. Autonomy. Pay. Benefits.

Cons

The company is effectively dead. Just look around: AI is fueling massive shifts across the industry. New companies are emerging, old ones are reinventing themselves, and innovation is everywhere. And then there’s Nylas. Stagnant. Out of touch. Laughably behind. It’s almost comical how disconnected we are from where the market is going. We had a head start and a war chest, and we squandered both. Watching the rest of the tech world evolve while we spin in circles isn’t just frustrating....it’s embarrassing. The company raised $120 million back in June 2021, a massive sum that should have secured several years of runway and positioned us for real market leadership. Instead, every cent has been squandered. There’s no other way to put it. The executive team, former and current VPs, SVPs, Chiefs, each had a hand in setting fire to that money. Bad bets, bloated teams, zero accountability, and an inability to build or sell anything of substance. It's not just poor execution. It’s willful incompetence masked as leadership. Now, our former CTO and the original founder (Christine Spang), has appointed herself CEO. She was elevated from interim to permanent despite being completely lost. She has no strategy, no clarity, no credibility. In fact, she might be worse than Gleb. And that’s saying something. But instead of owning up to the failures, she doubled down. She promoted the SVP of Engineering to CTO and the SVP of Product to President. Why? Not because of performance. Not because of outcomes. But because they’re her inner circle. Promotions that padded executive resumes with inflated titles, bigger paychecks, and more equity, while the rest of us have been watching the ship sink. it has sank and now we are waiting to be rescued. There’s zero career growth for anyone outside that bubble. No development. Some recognition. And a whole lot of failures. Just the same people at the top failing upward while everyone else is stuck doing damage control. The April AI launch, our so-called “big moment”, was an outright disaster. The product barely functions. Customers consistently say the same thing: “It’s a cool idea, but everything is still buggy.” They’re not wrong. Months later, none of the core issues have been addressed. Stability is nonexistent. Reliability is laughable. And Engineering? No one knows what they’re doing, because whatever they built is fundamentally broken. Worse, when the topic gets tiptoed around during all-hands meetings, leadership responds like political spin artists; gaslighting the entire company. “It’s not buggy. It’s stable. That was fixed three quarters ago.” Spoiler: Nothing was fixed. The product is still broken, the complaints are still coming in, and the trust is gone. Churn is out of control. Revenue is declining. There's nothing left to raise, and no story worth investing in. The market has moved on. We burned our chance, and now the desperation is palpable. Morale is at rock bottom. Almost everyone is quietly or not so quietly looking for a new job. This is not just a company struggling. This is a company actively collapsing under the weight of ego, denial, and bad leadership. About Fundraising: When you’re struggling and desperate for cash, you don’t negotiate — you take what you’re given. And what we’ve been given are brutal, investor-friendly terms that do nothing for employees. Down round: The valuation in August 2024 was almost certainly lower than the prior round, wiping out past gains and pushing the 409A down even further. This directly devalues every employee’s equity. Liquidation preferences: New investors likely secured 2x or 3x liquidation preferences — meaning they get double or triple their money back before employees see anything in an exit. Participating preferred stock: These investors don’t just get their investment back — they also get a cut of any remaining proceeds, leaving even less for employees. Anti-dilution protection: If future rounds happen at an even lower valuation, new investors are protected from dilution. Employees? Not at all. Bottom line: Every time we raise more money, the cap table gets worse for you — not better. Equity is being diluted, devalued, and deprioritized. And it’s happening quietly, behind the scenes, while leadership pretends it's business as usual.

7
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