New York, NY

Company Description

Here at Booker, we are transforming the way local services are managed by businesses and purchased by consumers. Our goal is to create the best service management tools for our clients. We do this by producing an innovative product using cutting edge technology and investing in our passionate people across sales, engineering, customer experience, and marketing.

Our Sales team is a dynamic group that plays a vital role in educating business owners on our product and bringing them on board to manage and grow their businesses while our Customer Experience team trains our clients and provides continued customized support. Supporting the entire infrastructure of our product is the Technology team responsible for developing and building functionality that keeps us ahead of the tech scene curve.


Life in the Booker Lane

We are expanding quickly to help millions of service businesses around the globe run and grow successfully in today’s competitive market. To help fuel our continued growth, we recently raised a $15M round of financing lead by Steve Case’s (founder of AOL) Revolution Ventures. Since then, we are proud to have tripled our team to 165+ Bookers and doubled our customer base to 5,000 businesses in just the last 12 months. We also expanded our California office and moved into our snazzy new headquarters in lower Manhattan–two floors and 30,000 sq. ft. of Bookers working and playing hard with your standard startup accoutrement: 2 ping pong tables, a putting green, a foosball table, and more.


Job Description

This position is based in NYC, We we are unable to relocate at this time.

We are looking for a Manager of Systems Operations that has a passion for technology, excellent communication skills and the ability to thrive in a fast-paced environment. This person will manage the Systems team in the day-to-day operations of a 24/7 production environment that utilizes physical and cloud infrastructure running both IIS and Linux.



● Overall leadership of the Systems Operations (SysOps) team

● Manage the day to day operations of a 24/7 high traffic web environment as well as plan

new build-outs and initiatives

● Work closely with the Development teams to facilitate enterprise application architecture


● Oversee the long term strategy for the infrastructure architecture of the Booker Platform

● Manage all monitoring and analysis tools and processes

● Facilitate weekly reports citing metrics on server and systems monitoring, backups, and

Utilization, trends, successes and challenges

● Conduct capacity planning to ensure timely acquisition of IT resources and budget

● Oversee production code releases and change management processes to exceed our

Service Level Agreements (SLA’s)

● Participate in strategic planning, tactical operation planning, and the development of

Contingency operation plans for Production and other environments

● Oversee hosting and infrastructure expenses for the department, including budgeting,

Tracking, and cost containment

● Act as liaison between SysOps and other departments




● 6+ years total experience, including 4+ years in a production 24/7 high traffic web

Environment, including web hosting, security, and experience with load balancing

Implementations and high availability networks

● Strong understanding of best practices for network engineering, secure systems design

and scalable fault tolerant web architectures

● Comfortable managing large volume web applications and 24/7 availability

● Production deployment experience with administering both Microsoft and Linux stacks

● Basic understanding of .Net / C#

● Comfortable with the command line

● Knowledge of configuration management tools like puppet/chef, and monitoring tools

like Nagios/Icinga or New Relic

● Experience hosting in Amazon EC2/S3 or Rackspace Cloud

● Knowledge of MS SQL server database technologies and database clustering

technologies a plus

● Excellent management, time management, communication, decision making,

presentation and organization skills


Desired Skills:

● Knowledge of Redis or Mongo

● Configuration of F5 load balancer capabilities and cloud bursting

● Experience with Akamai

● Familiarity with PCI DSS security needs

Additional Information



  • Medical, dental, vision, and life insurance benefits
    You're in good hands
  • 401k Retirement Plan
    It's never too late to save
  • Plenty of vacation days, plus birthdays off
    We don't take R & R lightly
  • Summer Fridays
    Start your weekends early
  • Referral bonuses for customer and employees
    You'll want to share the Booker love
  • Commuter Discounts
    Let Booker give your wallet a break
  • Classy casual dress code
    Dress to impress even in your Levis
  • Stock options
    Share in Booker's success


Although we’d ideally prefer to contact every applicant that applies, due to the volume of submissions, only qualified candidates will be contacted.

We do not offer sponsorship at this time.

Booker Software Inc. is an equal opportunity employer.