Left Lane Portfolio Jobs


Senior IT System Administrator



New York, NY, USA
Posted on Thursday, July 11, 2024


Masterworks is a fintech platform that allows anyone to invest in SEC-qualified shares of multi-million dollar paintings by names like Banksy, Basquiat, and Picasso. In just three short years, we have built a portfolio of nearly $800 million in world-class artworks, introducing nearly 950,000 individuals to the $2.2 trillion art market.

Masterworks has been covered by major media publications such as The New York Times, CNBC, The Wall Street Journal, and the Financial Times, and was recently recognized as one of the Top 50 Startups in the US by LinkedIn.

In 2021, Masterworks achieved unicorn status raising $110M in its Series A fundraising round at a valuation exceeding $1 billion.

Our 200+ employees are based out of our offices at Brookfield Place in the Financial District of New York City. With an entirely in-office team, there are endless opportunities for collaboration, innovation, and learning.


As an Senior IT System Administrator, you will be responsible for supporting 200+ employees via ticketing system, Slack, and Jira, supporting end-users of the in-house built platform, and working with a small team in the office. You will also play a key role in implementing new systems and technologies, maintaining company software and hardware, and supporting an office relocation.


  • Setting up structure and process by improving and maintaining a ticketing system, measuring response times
  • Responsible for oversight and day-to-day management of SaaS services, VPN services, end-user technical support, endpoint security operations, vendor management, access control, IT inventory management
  • Lead hardware and software support, deployments, maintenance and troubleshooting
  • Work closely with the People Operations team on user onboarding, offboarding,and management
  • Support, improve, and manage office networks and Google Workspaces
  • Collaborate with internal development teams to support investors using an in-house developed application
  • Respond quickly to employee technical issues to boost productivity
  • Setup and manage an office VPN
  • Collaborate with the team to improve the office network, Google Workspace
  • Apply security best practices
  • Increase delivery speed, transparency, and quality by establishing best practices
  • Standardize and operationalize the environment


  • BS degree in Computer Science or equivalent expertise, with a proven ability to successfully lead and direct a technology team
  • ITIL certification is desired
  • Minimum of 5 years experience in IT management for companies with over 500+ employees
  • Hands-on experience designing and managing office networks and multidomain Google Workspaces
  • Plan and execute migrations with minimal impact on user experience and productivity
  • Ability to collaborate and support employees in the office setting
  • Passion for security and raising the security bar
  • Understanding of network fundamentals
  • Excellent communication skills
  • Successful history of meeting deadlines while working on multiple parallel projects


  • Working with the employees to boost productivity.
  • Estimate efforts, identify risks and dependencies, and participate in weekly planning and status meetings
  • Be a self-starter, able to work independently, be flexible and be able to succeed in a fast-paced, high-intensity startup environment


  • Must be able to work in the NYC office - not a remote position
  • Must be eligible to work in the US - no exceptions

How does Masterworks think about compensation?

The compensation range for the role is $110,000-150,000 (inclusive only of base salary, and exclusive of other potential competitive benefits such as on-target commission, bonus payments, and equity). Our ranges are very broad to accommodate all types of candidates and encourage growth. Specific compensation offered to a candidate may be dependent on factors such as education, experience, qualifications, and alignment with market data. Exceptional candidates may receive salaries outside of the posted ranges.