Director of IT & Enterprise Systems, Whatnot
$230-270k
+ Stock Options
Live stream platform & marketplace
Job no longer available
Live stream platform & marketplace
1001+ employees
Job no longer available
$230-270k
+ Stock Options
1001+ employees
Company mission
To enable anyone to turn their passion into a business and bring people together through commerce.
Role
Who you are
- This role requires a blend of technical expertise, strategic vision, and leadership skills to align technology initiatives with business objectives and drive impactful outcomes
- As our Director of IT & Enterprise Systems, you should have at least 10+ years of experience in enterprise applications management, with 8+ years in leadership roles, plus:
- Deep expertise in enterprise software systems such as ERP (e.g., NetSuite) and CRM (e.g., Salesforce)
- Strong understanding of application architecture, integration patterns, and cloud technologies (e.g., AWS, Azure, Google Cloud Platform)
- Strong understanding of User Experience discipline and User Interface development
- Experience in leading large-scale application implementations, upgrades, and migrations across complex organizational environments
- Excellent leadership, communication, and stakeholder management skills, with the ability to influence and collaborate effectively at all levels of the organization
- Proven ability to drive strategic initiatives, deliver results, and navigate challenges in a fast-paced, dynamic environment
- This position requires exceptional communication and technical design skills to drive innovation. Architectural leadership is necessary to ensure that applications are integrated with stated principles and standards
What the job involves
- As our Director of Enterprise Applications & IT, you will lead the design, development, implementation, and management of our enterprise-wide applications and systems
- You will play a pivotal role in driving operational efficiency, enhancing user experience, and enabling scalable growth across all facets of our organization
- Develop and execute a comprehensive strategy for enterprise applications that aligns with the company's overall goals and objectives. Provide visionary leadership and guidance to cross-functional teams to drive innovation and continuous improvement
- Work cross-functionally to partner on and/or oversee the development, customization, and integration of enterprise applications, including GL, ERP, CRM, HRIS, and other business-critical systems. Ensure seamless interoperability and data flow across platforms to optimize business processes and enable data-driven decision-making
- Define and maintain the enterprise application architecture, ensuring scalability, reliability, and security. Evaluate emerging technologies and trends to identify opportunities for modernization and enhancement of our application ecosystem
- Collaborate with external vendors, consultants, and partners to evaluate, select, and implement enterprise software solutions. Manage vendor relationships, contracts, and service level agreements to ensure quality delivery and value for the organization
- Establish governance frameworks, policies, and procedures for the deployment and usage of enterprise applications. Ensure compliance with regulatory requirements, data privacy standards, and industry best practices
- Champion a user-centric approach to application design and usability. Partner with business stakeholders to understand their requirements and preferences, driving adoption and maximizing the value of enterprise applications
- Build and mentor a high-performing team of IT staff and development team members. Foster a culture of collaboration, innovation, and accountability to drive success in the enterprise applications function
- Execute in an intense, fast-paced, and highly iterative environment
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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