IT Support Specialist

 About Us

At Leap, we want YOU to be part of our journey as we transform the home improvement industry! We’ve been recognized as a Top Workplace and placed on Inc. 5000’s Fastest Growing Companies for 4+ consecutive years. Our complete platform paves the way for a new era in efficiency and professionalism for contractors. Share our passion for innovation and excellence and allow your creativity to meet craftsmanship.

When you join Leap, you’ll collaborate with curious minds, bold innovators and smart risk-takers. As a member of our team, you’ll be valued, supported, and included. With a transparent culture and approachable leadership, we offer career opportunities that match your ambitions and talents. To help maintain your work-life balance, we offer a range of resources for you and your family, including comprehensive benefits and wellness plans. Take the Leap today!

Position Overview

Leap is seeking a hands-on, detail-oriented IT Support Specialist to join our fast-paced, remote-first team. You’ll provide Tier 1–2 support for our growing workforce, ensuring that new hires are set up for success on Day 1 and that technical issues are resolved quickly and professionally. This is an ideal role for someone who loves solving problems, thrives in a dynamic environment, and is passionate about helping people use technology effectively. 

Responsibilities 

• Respond to technical support requests via Slack, email, or ticketing system
• Troubleshoot and resolve issues with VPN, WiFi, Microsoft 365, Zoom, Slack, and other core tools
• Onboard new hires: set up accounts, ship hardware, ensure apps and devices are ready to go
• Manage and track IT assets (MacBooks, iPads, headsets, etc.)
• Maintain and improve SOPs for onboarding, software installs, security policies, and device usage
• Support security compliance: FileVault encryption, password policies, 1Password setup, etc.
• Assist with software license provisioning and renewals
• Triage requests and escalate to IT Manager or DevOps when needed
• Help with offboarding, equipment returns, and system deactivation

Qualifications

• Required 

  • 2+ years in an IT support/help desk or desktop support role
  • Experience with Mac and Windows environments
  • Basic networking knowledge (WiFi, VPN, SSO/MFA, DNS)
  • Strong organizational, communication, and collaboration skills
  • Customer-first mindset – you’re friendly, responsive, and calm under pressure 

  Preferred 

  • Experience with Microsoft 365, Azure AD, and Zoom administration
  • Familiarity with Mosyle, Intune, or another MDM tool
  • Jira, Slack, Bitbucket, or Salesforce access management
  • Exposure to cloud platforms like AWS or SharePoint
  • Experience supporting a remote or hybrid workforce

Benefits

We believe in supporting our employees holistically - your health, financial well-being, time to recharge, and overall happiness matter to us. Here’s what you can look forward to:

• Affordable Health & Wellness Coverage – comprehensive and competitive benefits package, starting the first of the month following your hire date.
• Invest in Your Future – 401(k) company match to help you build financial security.
• Time to Recharge – competitive time-off package including 20 vacation days, 10 sick days, 8 company holidays, 3 floating holidays and 3 volunteer days to give back to causes you care about.
• Comprehensive Employee Assistance Program (EAP) – resources to support your mental health, financial well-being, and everyday challenges.
• Exclusive Discounts with LifeMart (via ADP) – save on groceries, restaurants, entertainment, pet insurance, cell phones, child care, and more!
• MoveSpring Wellness App – stay active and engaged with company step challenges, workout content, meditation tools, and wellness blogs for a healthier you!
• Culture & Team-Building Activities – we love to connect, celebrate, and grow together through team events, fun challenges, and company traditions like our Annual Summit!

Join us and experience a company that truly invests in YOU!

Leap is an Equal Employment Opportunity and Affirmative Action Employer. We are committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants and teammates without regard to race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. All employment decisions are made based on qualifications, merit, and business needs.