Whatnot

Chief of Staff

Whatnot$125K — $175K *
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4-8 years of experience in a hands-on operational role
  • Strong operator with strategic thinking skills
  • Clear communication skills for complex problem solving
  • Analytical mindset with data handling capability
  • Technical understanding for effective collaboration with engineers

Responsibilities

  • Drive customer engagements and manage relationships effectively
  • Translate customer needs into actionable product requirements
  • Support team execution with project tracking and KPI monitoring
  • Assist in go-to-market strategies and founder-led sales efforts
  • Identify and implement process improvements or automation

Benefits

  • Meaningful early-team equity
  • Daily lunch and optional dinner provided in-office
  • Support for relocation to the Bay Area
  • Comprehensive health, dental and vision insurance
  • Unlimited PTO
Full Job Description
The Role

We are looking for our first business hire to work closely with the founders, customers and engineering team.

This is a hands-on role across customers, product, internal execution and go-to-market. You will take on work that today sits with the founders: running customer engagements, turning customer needs into product work, helping the team execute and supporting our sales process.

We are looking for someone who is comfortable with ambiguity but does not stay abstract for long. You should be able to understand a messy problem, decide what matters and then do the work required to get to a result.

You should also have a builder's instinct. Sometimes the right answer is simply to do the work. Other times, a better process, automation or lightweight tool can make the work much better. We want someone who can tell the difference.

What You'll Do
  • Drive Customer Engagements: Own the day-to-day work behind our customer relationships. Run recurring meetings, build proposals, prepare quantitative performance readouts and progress reports, and drive follow-ups to completion. Develop a strong understanding of each customer's growth business and become a trusted partner to their team.
  • Translate Customer Needs Into Product: Identify customer pain points and recurring opportunities, decide how we should address them, and work closely with engineers to turn them into clear requirements, lightweight PRDs, mocks and shipped improvements.
  • Help the Team Execute: Keep the operating cadence lightweight and effective. Track core company KPIs, support sprint planning and project tracking, and help resolve blockers. Where useful, improve the process or introduce automation or internal tools to keep work moving.
  • Support Go-To-Market: Help make founder-led sales more effective. Build sales collateral and prospect materials, support pipeline follow-through, and run targeted outbound or other GTM experiments where useful.


Who You Are

We expect strong candidates to have roughly 4-8 years of experience. There is no single required background. You may have trained in consulting and want to move from advising to operating, worked in product and want broader ownership, or already spent time wearing multiple hats at an early-stage company.

You are likely a strong fit if:
  • You are a strong operator who can think strategically. You can structure difficult problems, make decisions, keep several important threads moving at once and drive them to completion. You care about getting to the result, not just making the recommendation.
  • You communicate clearly. You can make sense of a messy problem, build a strong deck or written deliverable and communicate your thinking credibly to a senior customer.
  • You are analytical. You are comfortable working directly with data and drawing your own conclusions.
  • You can get technically deep enough to be useful. You do not need to be an engineer, but you should be able to understand performance marketing, attribution, data and how Pepr's product works well enough to work effectively with the engineers building it.
  • You build when it helps. You are comfortable using AI, automation or lightweight tooling to solve a problem, but you don't over-engineer work that can simply be done.


Bonus Points
  • Experience working with enterprise customers.
  • Experience at an early-stage startup.
  • Experience shipping products or working closely with engineering.
  • Comfort working directly with data; SQL is a plus.
  • Experience with performance marketing, adtech, attribution or Google / Meta / TikTok ads.


Compensation & Benefits
  • Salary: $125,000 - $175,000
  • Equity: Meaningful early-team equity
  • Food: Daily lunch and optional dinner provided in-office
  • Relocation: Support for candidates moving to the Bay Area
  • Benefits: Comprehensive health, dental, vision and unlimited PTO

About Whatnot

Whatnot is a Los Angeles-based startup that creates a place where avid collectors could come together over shared interests. Whatnot is a marketplace to buy and sell authentic collectible items. Whatnot was founded in 2019, in California.

Whatnot Careers

Joining Whatnot presents an unparalleled opportunity to become part of a leading team in the marketplace, where innovation meets diversity and professional growth. Whatnot is renowned for its unique culture that fosters leadership and promotes career advancement through continuous learning and development.

Explore Job Opportunities

Whatnot is actively seeking talented individuals who are eager to drive innovation and lead in a dynamic environment. The company offers a variety of job opportunities that cater to professionals looking to make a significant impact in their fields. With positions ranging from technology to marketing, Whatnot ensures that every team member’s skills are harnessed effectively.

Experience Professional Growth

At Whatnot, growth is not just a possibility—it is an expectation. The company is committed to the professional development of its employees through robust training programs, including leadership development and diversity training. These initiatives are designed to enhance skills and prepare individuals for future challenges and opportunities.

Engage in Meaningful Work

Every position at Whatnot is designed to challenge team members while contributing to the company’s overarching goals of innovation and service excellence. Employees are encouraged to take ownership of their projects and drive results that influence the company’s trajectory and success.

Internship Programs

For those starting their career journey, Whatnot offers internship programs that provide a comprehensive learning experience. Interns at Whatnot gain hands-on experience, working alongside seasoned professionals and participating in projects that offer real-world applications of their studies.

Benefits and Culture

Whatnot is dedicated to supporting its team members not only in their professional lives but also in their personal growth and well-being. The company offers competitive benefits packages that address health, financial security, and work-life balance. Whatnot’s culture is built on a foundation of respect and inclusion, where diversity is celebrated and every voice is heard.

Join the Team

Whatnot is hiring! Explore open positions that match your skills and interests. The company values curious, creative, and solution-driven team players. Prepare your resume and ready yourself for an interview where you can showcase your abilities and fit for the team.

Networking and Career Advancement

Whatnot believes in the power of networking to unlock new opportunities and insights. Employees are encouraged to engage with industry leaders and peers through various professional networking events sponsored by the company. These connections can lead to innovative ideas and collaborations that propel both personal and company growth.

Stay Connected

Keep up to date with the latest from Whatnot by following the company’s career blog. Gain insider perspectives, career tips, and industry-leading insights that you can apply to your professional life. Personalize your subscription to receive job alerts and the latest news tailored to your preferences.

Discover Whatnot

Whatnot invites you to explore the exciting and rewarding opportunities that await. Join a team where your career aspirations can be realized through dedication, hard work, and a commitment to excellence.
Learn more about Whatnot
Size
251 employees
Industry

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