Senior Systems Administrator, Whatnot
Operations, Zendesk/Salesforce
$150-210k
Offers Equity
More information about location
Live stream platform & marketplace
Open for applications
Live stream platform & marketplace
1001+ employees
Open for applications
$150-210k
Offers Equity
More information about location
1001+ employees
Company mission
To enable anyone to turn their passion into a business and bring people together through commerce.
Role
Who you are
- People who do well at Whatnot tend to be comfortable figuring things out as they go, biased toward action, and genuinely curious about what they're building. They care more about outcomes than credit and stay close to the product and the people using it
- As our Senior Systems Administrator, you bring strong technical expertise and an operations mindset, and you enjoy working closely with business and support teams to build systems that enable high-quality user experiences
- You should have 8+ years of experience in Customer Support systems administration, plus:
- Proven experience leading administration of Zendesk and 1+ other customer support platform (e.g., Salesforce Service Cloud, Intercom) at scale, supporting thousands of internal and off-shore agents across 4+ sites (system certifications preferred)
- Solid understanding of post-purchase operations, including Customer Experience, Trust & Risk, WFM, and QA use cases
- Experience managing system integrations, configuring APIs, data flows, and automations by working with internal tooling partners
- Strong technical skills, including proficiency in HTML, JavaScript, JSON, SQL, and Python
- Ability to gather requirements from non-technical stakeholders and translate them into scalable system solutions
- Strong troubleshooting skills and comfort managing day-to-day system operations and incidents
- Detail-oriented mindset with a focus on system configuration, permissions, governance, and data integrity
- Strong documentation and communication skills, with the ability to support training and change management
- Comfort balancing strategic improvements with hands-on execution in a high-growth environment
What the job involves
- The Senior Systems Administrator plays a critical role in building, maintaining, and scaling the systems that power Whatnot’s post-purchase support experience
- This role partners closely with Operations, Product, Engineering, and Support teams to ensure our tools and workflows enable high-quality, efficient support for buyers and sellers as the platform grows
- Own the administration, configuration, and ongoing improvement of post-purchase support systems, including Zendesk and related tooling across Customer Experience and Trust & Risk, supporting thousands of agents across our in-house team and multiple vendors
- Ensure systems are configured to support operational workflows, user experience requirements, and evolving business needs
- Partner with operations and business stakeholders to translate short- and long-term requirements into scalable system solutions and a product roadmap
- Manage integrations between Zendesk and other internal systems to ensure data accuracy, reliability, and end-to-end visibility
- Monitor vendor relationship and system performance, troubleshoot issues, and drive timely resolution to minimize disruption to support operations
- Design, document, and maintain workflows, automations, permissions, and reporting to improve efficiency and consistency
- Support system releases and enhancements, including testing, documentation, training, and change management
- Identify opportunities to improve tooling, processes, and system architecture to support scale, reliability, and high-quality user suppor
Our take
Live shopping is changing the way people engage with eCommerce and Whatnot is one of the key platforms driving this shift. The company operates across the US, UK, and Europe, where millions of people connect each day to buy, sell, and build communities around shared interests.
Founded in 2019, Whatnot allows real-time auctions where buyers can watch sellers showcase products and share their expertise, creating a more interactive and personal shopper experience. Sellers include individual creators and small businesses who use live shows to reach audiences and grow their online presence.
As of 2025, the company reports over $6B in sales, with sellers earning significantly more on average than other major marketplaces. And with a range of investor support, Whatnot is committed to developing new ways to make online shopping more social and community-driven.
Steph
Company Specialist at Welcome to the Jungle
Meet the team
Jon Malkemus, VP Product Design
Insights
54% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Oct 2025
$225m
SERIES F
Jan 2025
$265m
SERIES E
Total funding: $974.2m
Company benefits
- Wellness: Health, dental, vision, and life insurance plans. We also cover some of the cost for your dependents as well.
- Compensation: Generous compensation, including a competitive base salary and equity. Whatnot offers monthly reimbursement for internet and phone costs, along with a one-time home office set-up allowance. Whatnot offers a pension plan and matches employee contributions of up to 4% of the employee’s base salary.
- Recharge: Whatnot gives you the freedom to take time off as you see fit. And, we take company-wide Winter and Summer breaks so we can recharge. Whatnot provides a monthly allowance for wellness expenses. We know that to take care of our customers, we have to take care of ourselves. Supplemental health and life insurance coverage comes standard at Whatnot. 16 weeks of paid parental leave, and an additional one-month gradual return-to-work period.* Plus an additional childcare allowance, and a lifetime allowance for family planning, including adoption and fertility expenses. *The leave allowances provided by Whatnot may be dictated / informed by your country’s legal requirements,
- Flexibility: As a remote co-located team, we’re inspired by innovation and anchored in our values. With hubs in the US, UK, Germany, Ireland, and Poland, we’re building the future of online marketplaces –together.
Company values
- Always listen to customers
- Move uncomfortably fast
- Prioritize impact ruthlessly
- Own everything and nothing
- Set crazy goals
- Provide extreme transparency
- Optimize for the upside
- Team over ego
- Figure it out
- Deeply understand why
- Have fun & be kind
Company HQ
Venice, Los Angeles, CA
Articles
Leadership
Grant LaFontaine
(Co-Founder & CEO)Former Product Marketing Manager at Google, Project Manager at Facebook. Also co-founded Kit.
Logan Head
(Co-Founder & CTO)Experience in Engineering, including at Maker's Row, Factr, and Flight Club. Former Senior Product Manager at GOAT.
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