Full-Time

Lead – IT Systems Engineer

AI & Automation

Posted on 4/24/2025

Thumbtack

Thumbtack

1,001-5,000 employees

Online marketplace connecting consumers with local professionals

No salary listed

Senior

Ontario, Canada

Category
System Administration
IT & Security
Required Skills
Python
JavaScript
Atlassian
Ruby
AWS
Go
JIRA
Splunk
Requirements
  • 5+ years IT systems experience in a distributed, enterprise IT environment
  • Proven track record of designing, integrating, automating a wide variety of processes using Okta Workflows
  • Proficiency in additional automation tools beyond Okta Workflows (AWS Lambda, Jira Automations, Slack Workflows, Workato)
  • Experience designing, automating, integrating, deploying, securing and monitoring Okta, Google Workspace, Atlassian, and Slack and using AI tools
  • Excellent working knowledge of identity access management systems, services and protocols (SAML, SCIM, LDAP, OAuth2.0/OIDC)
  • Proficiency in scripting languages (Python (preferred), Golang, Ruby, JavaScript, Shell)
  • Working knowledge of AWS; familiarity with other cloud platforms; experience with AI tools and concepts
  • Excellent strategic thinking, analytical and problem-solving skills
  • A great teammate mentality and ability to be a partner and mentor with outstanding communication and interpersonal skills
  • Understanding of security and compliance methodologies and practices, including experience with security incident response processes and tools, SIEM (Splunk, Syslog), SOX and PCI
Responsibilities
  • Act as the primary owner and architect for workflow automation, leveraging tools to connect disparate systems, automate a wide variety of processes, and scale and enable IT and the rest of the business
  • Design, automate, build, manage and optimize highly-available, scalable IT systems infrastructure
  • Act as a primary administrator for Okta, Google Workspace, Atlassian, Slack, and other key tools and partner with IT and other teams to implement and maintain integrations with other platforms / tools (Workday, Salesforce, Netsuite, etc.)
  • Collaborate with and enable cross-functional teams across the business to improve efficiency via systems and automation architecture, strategy and direction, and AI tools
  • Manage data, security, and legal governance processes and maintain compliance with security standards (least-privilege access, patching, two-factor authentication, VPN)
  • Proactively monitor systems health, identify, troubleshoot and resolve advanced issues, and participate in on-call rotation for critical components & changes (change/incident management)
  • Lead technology projects to completion with a focus on delivering business value, leading through change, and fostering continuous process improvement
  • Build and manage relationships, roadmaps and costs for vendors and 3rd-party partners

Thumbtack connects consumers with local professionals for various services through an online marketplace. Users can find professionals like plumbers, electricians, and landscapers by searching the platform, comparing prices, reading reviews, and booking services directly. The platform offers cost estimates based on numerous bids from professionals, helping consumers understand potential service costs. Thumbtack's business model involves charging professionals for leads generated through customer inquiries, regardless of whether the job is secured. This approach differentiates Thumbtack from competitors by providing a wide range of services across all 50 states, making it easier for consumers to find and hire local help.

Company Size

1,001-5,000

Company Stage

Debt Financing

Total Funding

$774.4M

Headquarters

San Francisco, California

Founded

2008

Simplify Jobs

Simplify's Take

What believers are saying

  • Partnerships with TurboTenant and RentRedi expand Thumbtack's reach in property management.
  • Increased demand for home services due to remote work trends boosts Thumbtack's market.
  • AI-driven tools enhance user experience with instant support and personalized recommendations.

What critics are saying

  • Increased competition from OfferUp could dilute Thumbtack's market share.
  • Dependency on third-party platforms may affect Thumbtack's direct customer engagement.
  • Reliance on lead generation revenue model is vulnerable to economic downturns.

What makes Thumbtack unique

  • Thumbtack connects users with 300,000 local service businesses across the U.S.
  • The platform offers cost estimates based on millions of professional bids.
  • Thumbtack provides personalized guidance and recommendations for hiring local professionals.

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Benefits

Remote Work Options

Paid Holidays

Phone/Internet Stipend

Mental Health Support

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

0%

2 year growth

-1%
Arizona News Today
May 2nd, 2025
TurboTenant Partners With Thumbtack to Streamline Property Maintenance

Fort Collins, Colorado, United States, May 2, 2025 - TurboTenant, a leading property management software platform, has partnered with Thumbtack, a technology company helping millions of people care for their homes, to alleviate one of landlords' most commonly cited pain points: finding trusted professionals to solve their maintenance headaches.

Thumbtack
Feb 25th, 2025
Welcoming Drew Harry, Thumbtack's Vice President of Data Science

Thumbtack, Inc. recently welcomed Drew Harry as its new Vice President of Data Science.

GlobeNewswire
Dec 18th, 2024
RentRedi Partners with Thumbtack to Make Hiring Home Service Professionals Easy

NEW YORK, Dec. 18, 2024 (GLOBE NEWSWIRE) - RentRedi, the fastest-growing property management software, has partnered with Thumbtack, the technology company helping millions of people confidently care for their homes.

Law.com
Dec 10th, 2024
Home Improvement App Thumbtack Hires Ex-SmileDirectClub Legal Chief

In 2021, Thumbtack secured a $275 million investment at a valuation of $3.2 billion, in a round led by Qatar Investment Authority.

Thumbtack
Dec 10th, 2024
Welcoming Susan Rammelt, Thumbtack's Chief Legal Officer

Susan Rammelt recently joined Thumbtack as its new Chief Legal Officer, where she'll lead its legal and trust & safety teams.

INACTIVE