Beware - Anonymous employee Pinwheel (NY) Employee Review

1.0
8 Oct 2023
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Employees care deeply about the mission

Cons

CEO, Head of Finance, Head of People Kurt is the founder this business is stuck with - not the one it needs or deserves. Pinwheel has experienced consistent turnover in senior leadership, averaging at least one departure every six months for the past four years. The turnover rate for employees is notably high, with most individuals departing within two years, despite being generally esteemed team members. Working at Pinwheel has been likened to being under the employ of Joffrey Baratheon. The CEO lacks substantial prior work experience, and concerns have been raised about complete dishonesty in communication with employees, clients, and potential partners. The company exhibits frequent significant pivots in direction, shifting 90 degrees in strategy on a quarterly basis, often attributed to the adoption of OKR frameworks, but more likely due to the aformentioned lack of patience and experience in the CEO. It seems as though he confuses decisiveness with making quick, poorly thought-out decisions. This company may find success, some people may even get rich, but in my assessment that will be entirely by luck. If this CDO is the archetype of a successful startup CEO then I challenge any person with a remote moral compass to reach the pinnacle of achievement. With over two years of experience at Pinwheel I have been employed long enough to observe significant restructuring within the marketing and commercial departments (complete decapitation of them both). Subsequently, those departments were led by an inexperienced appointee chosen by the CEO. In alignment with his choices, there was no notable revenue growth during this period, contributing further to a sense of panic within the organization - and eliciting further paniced actions from the CEO, including layoffs. It is well documented that the CEO tends to retain and promote individuals who aligns with his views and directives exclusively (YES men), perpetuating a culture of favoritism and deflecting accountability for failures onto other teams and departments. The absence of a strategic focus on sales and marketing has hindered the company's potential for revenue growth. The lack of self-reflection on the part of the CEO compounds the organizational challenges, leaving the broader organization to bear the brunt of the consequences of the CEO's performance. There is some irony in that if the board of directors graded the CEO in the same fashion as he does his employees he wouldn't have lasted a month at the helm of this business.

Explore other reviews about Pinwheel (NY)

5.0
19 May 2026
Recommend
CEO approval
Business outlook

Pros

Dynamic fintech has hit its stride and is entering hyper growth phase. Work hard/ play hard environment with focus on winning together. Energetic and talented team, great office, hybrid schedule with 3 days in greenwich village office.

Cons

Start-up still in lean mode. Benefits seem above market for a series B startup but not on par with a large corporate enterprise

4.0
22 Aug 2025
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

- Prior CEO transitioned away from day to day. CFO took over as CEO. Seems positive shift so far. More reasonable expectations, less baggage. Eager to see how things continue to change. - Work/life balance. Work hours are reasonable. No expectation to answer Slack/email 24/7. - Really smart, nice people. Paid lunch through GrubHub when in the office. Often have happy hours in the office or places around Union Sq. - Comp isn't top of market, but healthy. Equity is strong. - PTO for the week between Xmas and New Year's.

Cons

- Shifting expectations. With new leadership, it's not always clear how those expectations differ from before. Indications are that new goals are achievable, less pie in the sky. We'll see. - Team growth has been stagnant. There seems to be more momentum now, but the balance of hiring with cost savings should lean more on hiring.

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