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Kenny mendes, Chief People Officer at Superhuman
4.4/5 Rating
AI
Not Publicly Disclosed/mo
Not Publicly Disclosed ARR

Kenny mendesChief People Officer

In this interview, Superhuman Chief People Officer Kenny Mendes discusses rebuilding corporate culture and identity following the acquisition of Coda by Grammarly and the subsequent rebranding to Superhuman. Mendes shares frameworks for shifting employees from fish to pond thinking, details the mechanics of voluntary equity swap programs, outlines the optional return to office model, and explains why he centralized compensation decisions away from managers.

Kenny mendes

Kenny mendes

Chief People Officer

Superhuman

Superhuman

superhuman.comLinkedInX

Founder Stats

  • AI
  • Started 2015
  • Not Publicly Disclosed/mo
  • 1500+ team
  • San Francisco, California, United States

About Kenny mendes

Kenny Mendes is the Chief People Officer at Superhuman, an AI-powered email productivity platform. Previously, he was the first recruiting hire at Box, scaling the company from forty to over twelve hundred employees, and later served as an early executive at Coda, helping lead it through its acquisition by Grammarly. Following Grammarly's rebranding to Superhuman, Mendes leads talent, culture, and organizational strategy, specializing in incentive structures, remote work design, and performance management.

Interview

August 20, 2026

1. What is the fish and pond metaphor for scaling organizations?2. How do organizational processes differ between big and small ponds?3. What is the danger of tying compensation growth strictly to promotions?4. How did you restructure performance reviews to keep employees focused on business growth?5. What is the voluntary equity swap program and how did you design it?6. Why did the equity swap program receive high participation rates in Europe?7. How did the sales team respond to the voluntary equity swap program?8. What immediate cultural changes did you observe after launching the equity swap program?9. How do you offer compensation flexibility to new hires?10. How did you rebuild the people function at Superhuman to operate in the field?11. Why did your first attempt at a return to office mandate fail?12. Why do you believe that office mandates signal a lack of trust to employees?13. How does the optional return to office program at Superhuman work?14. How did you use wellness stipends to incentivize in-office attendance?15. Why did you decide to replace five-foot desks with four-foot desks in the office?16. Why did you move compensation decisions completely away from managers?17. What is Project Moneyball at Box and what did it reveal about hiring?18. Why do you believe reference checks are underrated compared to interview scorecards?
Q

What is the fish and pond metaphor for scaling organizations?

Question 1 of 18
Kenny mendes

In a massive pond like Google, one fish cannot dramatically change the size of the pond. As a result, employees develop fish thinking, focusing on their specific role, title, levels, and reporting lines. In a tiny pond like a startup, employees focus on pond thinking, dedicating themselves entirely to expanding the pond rather than worrying about their personal titles.

0
Q

How do organizational processes differ between big and small ponds?

Question 2 of 18
Kenny mendes

Large organizations build processes and frameworks geared towards maintaining scale. These frameworks often encourage employees to compare themselves to their peers. Small organizations need to remain nimble and prioritize innovation. Even at a larger scale, we had to adjust our processes to motivate employees to act like they were in a small pond.

0
Q

What is the danger of tying compensation growth strictly to promotions?

Question 3 of 18
Kenny mendes

When your largest compensation increases only happen through promotions, employees focus all of their energy on getting promoted rather than doing high-impact work. This leads to employee departures when career paths are blocked. It also leads to empire-building, where managers hire unnecessary personnel just to justify managing managers for a higher title.

0
Q

How did you restructure performance reviews to keep employees focused on business growth?

Question 4 of 18
Kenny mendes

We reduced the pressure to get promoted to grow compensation. Instead of forcing employees to seek promotions, we calibrated talent and tapped high performers on the shoulder to award salary refreshes directly. This allows key individual contributors to earn more money than their managers without forcing them to transition into people management roles.

0
Q

What is the voluntary equity swap program and how did you design it?

Question 5 of 18
Kenny mendes

We observed that employees had compensation plans skewed heavily toward cash salary and very little toward equity, which made them feel disconnected from the company's success. We designed a voluntary program allowing employees to trade guaranteed cash salary for equity holdings, giving them meaningful ownership to align their daily work with company growth.

0
Q

Why did the equity swap program receive high participation rates in Europe?

Question 6 of 18
Kenny mendes

Conventional wisdom suggests that European employees only care about cash and are uninterested in equity. We discovered that they were simply uneducated on how equity works and its tax implications. Once we provided clear enablement and tax support, our European offices achieved some of our highest participation rates.

0
Q

How did the sales team respond to the voluntary equity swap program?

Question 7 of 18
Kenny mendes

More than half of our sales team participated in the program, defying the stereotype that sales professionals only value cash commissions. This high participation could be attributed to the sales team's visibility into our product roadmap, or simply their natural tolerance for taking risks to secure larger financial outcomes.

0
Q

What immediate cultural changes did you observe after launching the equity swap program?

Question 8 of 18
Kenny mendes

It completely changed the daily office conversation. Instead of employees asking about titles or promotion timelines, everyone focused on the value of their equity. Product leaders reported coming to work on Monday feeling like true owners, driving their engineering teams to ship features faster because they were personally invested in the outcome.

0
Q

How do you offer compensation flexibility to new hires?

Question 9 of 18
Kenny mendes

We give new hires three distinct choices when extending an offer: high cash with low equity, medium cash with medium equity, or low cash with high equity. This trains employees right from the start to think critically about their ownership and understand that equity is not just a lottery ticket but a core component of their wealth.

0
Q

How did you rebuild the people function at Superhuman to operate in the field?

Question 10 of 18
Kenny mendes

Instead of sitting on the sidelines as a coaching and processing function, we put our team directly in the field. When high performers announce their intent to leave, we do not just process their termination. We sit down with them to understand their frustrations, allowing us to resolve issues and retain them.

0
Q

Why did your first attempt at a return to office mandate fail?

Question 11 of 18
Kenny mendes

Grammarly had rolled out a mandatory two-day in-office requirement for engineering, product, and design. Employees hated it because they felt forced. Even on mandatory days, the offices felt empty because people were simply not complying. It was the worst-case outcome because it created resentment without achieving the desired collaboration.

0
Q

Why do you believe that office mandates signal a lack of trust to employees?

Question 12 of 18
Kenny mendes

Mandates are a way of saying you do not trust employees to do the right thing unless you can physically watch them. If you treat employees like children, they will act in untrustworthy ways. If you tell them you trust them and treat them like adults, they will behave like adults and make responsible decisions.

0
Q

How does the optional return to office program at Superhuman work?

Question 13 of 18
Kenny mendes

We scrapped the mandate and acknowledged our distributed reality. We sat down with employees to listen to their friction points, like brutal commutes and meal planning. We then allowed everyone to opt into a two, three, four, or five-day plan. Each plan came with incentives, such as dedicated desks and wellness stipends.

0
Q

How did you use wellness stipends to incentivize in-office attendance?

Question 14 of 18
Kenny mendes

We offered a quarterly wellness stipend, increasing the amount for those opting into the five-day plan. While the financial amount is small compared to salary, it was meaningful enough to offset the friction of coming to the office. It allowed employees to buy an e-bike, take an Uber, or order food delivery guilt-free.

0
Q

Why did you decide to replace five-foot desks with four-foot desks in the office?

Question 15 of 18
Kenny mendes

Proximity matters for team building. Studies show that if you sit thirty feet away from a coworker, you might as well be in another zip code. We took off the five-foot desk tops and replaced them with four-foot tops to pack everyone closer together. This instant proximity built trust and boosted office energy.

0
Q

Why did you move compensation decisions completely away from managers?

Question 16 of 18
Kenny mendes

In typical systems, the highest-paid person in the calibration room decides who gets paid what, which limits compensation growth for individual contributors. By removing managers from setting compensation, we centralized decisions within the people team. This allows us to deliver compensation messages with higher retentive value and prevent empire-building.

0
Q

What is Project Moneyball at Box and what did it reveal about hiring?

Question 17 of 18
Kenny mendes

Project Moneyball was a people analytics initiative where we analyzed which debated candidate traits actually predicted success on the job. It revealed that hiring is full of bad decisions because interviewers consistently overread the wrong signals and fail to evaluate candidates objectively.

0
Q

Why do you believe reference checks are underrated compared to interview scorecards?

Question 18 of 18
Kenny mendes

Interviewing is a highly flawed process that produces many false positives and negatives. Interview scorecards often over-rotate on brief interactions. Reference checks are far more valuable because they provide rich signals from individuals who have worked with the candidate for years and can objectively vouch for their capabilities.

0

Table Of Questions

1What is the fish and pond metaphor for scaling organizations?
2How do organizational processes differ between big and small ponds?
3What is the danger of tying compensation growth strictly to promotions?
4How did you restructure performance reviews to keep employees focused on business growth?
5What is the voluntary equity swap program and how did you design it?
6Why did the equity swap program receive high participation rates in Europe?
7How did the sales team respond to the voluntary equity swap program?
8What immediate cultural changes did you observe after launching the equity swap program?
9How do you offer compensation flexibility to new hires?
10How did you rebuild the people function at Superhuman to operate in the field?
11Why did your first attempt at a return to office mandate fail?
12Why do you believe that office mandates signal a lack of trust to employees?
13How does the optional return to office program at Superhuman work?
14How did you use wellness stipends to incentivize in-office attendance?
15Why did you decide to replace five-foot desks with four-foot desks in the office?
16Why did you move compensation decisions completely away from managers?
17What is Project Moneyball at Box and what did it reveal about hiring?
18Why do you believe reference checks are underrated compared to interview scorecards?

Video Interviews with Kenny mendes

Superhuman CPO: To change how people work, change what you reward

Superhuman CPO: To change how people work, change what you reward

Superhuman CPO: To change how people work, change what you reward

Blurring the Lines Between Talent and People - Ashby One 2026

Blurring the Lines Between Talent and People - Ashby One 2026

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