Open Role

Chief of Staff

As the Chief of Staff, you will work directly with the CEO on a wide range of initiatives across functions. You’ll own special projects, analyze product opportunities, design processes, and unblock other teams. This role is ideal for someone coming out of strategy consulting, product management, business school grads, or startup RevOps roles.

Hi 👋 I’m Adam, co-founder and CEO at Keyplay and analyst at PeerSignal.org. I’m excited to open this position because I need help running the business! I'm hoping to find a true partner who can solve a wide range of strategic problems. Take a look at the details below, fill out this form if you would like to apply, or email adam@keyplay.io with any referrals!

About the role:

Location: Bellevue, WA | Hybrid 2-3 days/wk in office
Salary Range: $120-175K/year, depending on experience.

As the Chief of Staff, you will work directly with the CEO on a wide range of initiatives across product, sales, customer success, marketing, and business operations. You’ll act as an internal consultant, own special projects, and proactively unblock other teams and projects.

Objectives that you’ll own:

  • Accelerate Product Strategy & Management. Act as an extension of the CEO in all aspects of product strategy and management. Help the team make better product decisions by researching, evaluating, and analyzing product opportunities and customer feature requests. Create & execute systems for QA, data review, and validating new features.
  • Facilitate Go-to-Market (GTM) Execution. Act as an internal consultant and partner to sales, customer success, and marketing teams. Be the CEO’s proxy on key projects, key accounts, and key deals (keep track of all the keys at Keyplay 🔑). This includes reporting & forecasting, creating decks and other key assets for the teams, unblocking complex customers, and executing special projects for “super customers.”
  • Create leverage for the CEO and CTO. Ensure our founders are as productive and focused as possible. Take projects off their plate, proactively identifying bottlenecks, and act as a strategic thought partner for all planning and company operations.
  • Lead Company Operations. Facilitate the company’s operating cadence including quarterly OKRs/goals, bi-annual company offsites, and annual forecasting & budgeting.

You could be a great fit if:

  • You’re a business generalist with the ability to work on a wide range of problems and projects.
  • You have some product management skills and understanding of how software gets built.
  • You’re a system builder. You know how to pick a framework, design a process, test, and iterate.
  • You’re proactive and results oriented. You love setting goals, meticulously planning toward them, and executing with precision.
  • You love making a compelling deck, know your way around a spreadsheet, and take pride in crafting the perfect email.
  • You’re curious about all aspects of Keyplay’s world – startups, SaaS, B2B sales & marketing, and Generative AI.
  • You love early stage ambiguity, autonomy, uncertainty, and upside. This is the ground-floor. It's not for everyone.

🔑 Apply for this role here 🔑

About Keyplay

If you are looking for a true early stage environment, this is a rare opportunity to build something from the ground floor. Keyplay was founded by Adam Schoenfeld and Andrew Rothbart in 2022. We’re a 5-person team today, growing patiently and sustainably.

We are are solving an age-old sales & marketing problem: The ideal customer profile (ICP). Everyone knows it’s important, but most companies still struggle to define their ICP, select the right accounts, and track the relevant signals. Keyplay is the way to find, pick, and track your ideal accounts.

We have an amazing group of early customers, a growing base of 2,000+ users, and an audience of 18K+ reading our content on PeerSignal.org. Our customers include fast-growing SaaS companies like Iterable, Mutiny, Ashby, Hackerrank, Gainsight, Semgrep, Assembled, Secureframe, and User Evidence. You can see some of their positive reviews on G2.

We raised a $3M seed in late 2022, led by Mark Sugarman at MHS capital. Our investors include GTMFund (Max and Scott), Evening Fund (Kat and Rapha), Ascend.vc (Kirby), Elissa Fink (former Tableau CMO), Aaron Bird (former SVP Marketo), and several other SaaS operators.

You won’t see a lot of fancy posters or culture decks, but we’re trying to get the basics right and create an environment for all of us to do our best work. In our mind a great environment has a few necessary conditions:

  • People tell the truth and do honest work. Munger said this well: “You want to deliver to the world what you would buy if you were on the other end.”
  • It’s clear that everyone works for the customer. According to Peter Drucker: “The purpose of business is to create and keep a customer.”
  • Results matter, but learning & improving in the pursuit matters just as much. Here’s Josh Waitzkin: “The key to pursuing excellence is to embrace an organic, long-term learning process, and not to live in a shell of static, safe mediocrity.”
  • Everyone cares deeply, but makes space to smile or laugh. Larry King ftw: “What you are doing is nice, and it can be important, and it can have meaning, and it can move people, but it ain't the end of the world.”

Each new team member (that’s you!) will help shape the culture and define our operating principles.


Keyplay provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.

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