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Added 8 mins ago
CP
Inventory Specialist
Canada Pooch
Toronto, ON
- $60,000 to $65,000 CAD / year
- Full-time
Hybrid work environment, with one day in office weekly (Note this may evolve over time)
Added 8 mins ago
IC
Strategic Sourcing Specialist
IDEX Corporation
Waterloo, ON
- Full-time
With interesting opportunities in engineering, marketing, sales, supply chain, operations, HR, finance, and more across more than 40 diverse businesses around the globe, chances are, we…
Added 22 mins ago
Operational Technology Specialist
CONA Services
Montreal, QC · Lachine, QC
Lead and assist OT network systems and IT operations at the production facility, ensuring timely resolution of technical issues and continuous improvement of operational performance.
Added 22 mins ago
Operational Technology Specialist
CONA Services
Montreal, QC · Lachine, QC
We are recruiting for an Operational Technology Specialist (Internal title - IT Support Technician) to join our Information Technology team. The IT Support Technician serves as an on-site…
Added 22 mins ago
Specialist, Environment
NorthRiver Midstream
Dawson Creek, BC
We have a proud and well-earned reputation for safe, reliable operations.
Added 22 mins ago
TK
Specialist, Finance and Operations
The King's Trust Canada
Toronto, ON
- $72,000 to $82,000 CAD / year
- Full-time
This is a hybrid role requiring three (3) days per week at our downtown Toronto office
Added 37 mins ago
Corporate Traveller - Training Specialist - Toronto, Vancouver, Montreal
Flight Centre
Quebec, QC
Partner with Operations, Sales, Product, Technology teams, and suppliers to identify capability gaps and learning opportunities
Added 52 mins ago
L
Technical Quality Specialist Pre-Analytical - Contract (Onsite - Burnaby, BC)
LifeLabs
Burnaby, BC
- $74,941 to $95,549 CAD / year
As a Technical Quality Specialist, you’ll play a critical role in supporting laboratory excellence by providing technical expertise, quality management guidance, and regulatory compliance…
Added 52 mins ago
Manager, Cyclical Transactions
University Pension Plan
Toronto, ON
Certified Employee Benefits Specialist (CEBS) or Pension Plan Administration Certificate (PPAC) an asset
Added 52 mins ago
T
Oracle Cloud ERP Specialist
TD
Toronto, ON
- Full-time
Must have strong skills in writing PL/SQL code with Oracle database and ERP data model design
Added 52 mins ago
T
Oracle Cloud ERP Developer
TD
Toronto, ON
- Full-time
Must have strong skills in writing PL/SQL code with Oracle database and ERP data model design
Added 1 hour ago
IC
AppOps, Senior Specialist
Interac Corp.
Toronto, ON · Interac Corp. Head Office
- Full-time
The job role requires to work in rotating shifts to provide 24x7 Support coverage
Added 1 hour ago
W
Detection Engineer
Wepoint
Montreal, QC
- Full-time
The Specialist also contributes to the following activities: Technical projects and platform enhancements, Service delivery and operational support activities, Internal and external audits,…
Added 1 hour ago
Specialist, Public Awareness (Contractor)
NorthRiver Midstream
Fort St. John, BC
We have a proud and well-earned reputation for safe, reliable operations.
Added 1 hour ago
IS
Business Systems Support Specialist
Ideal Siding
Burnaby, BC
- $58,000 to $67,000 CAD / year
- Full-time
Hybrid work with a minimum of 2 days per week at our Burnaby office
Added 1 hour ago
Specialist, Marketing Data & Web Operations
Reliance Home Comfort
Toronto, ON
By joining Reliance as an Specialist, Marketing Data & Web Operations, you’ll become an important Team Member and will be provided with the tools you need to succeed. We have ambitious…
Added 1 hour ago
SD
Beauty Specialist, Hourly Part Time Day Greenlight Requisition
Shoppers Drug Mart
Thunder Bay, ON
- Part-time
Added 1 hour ago
Manager, Regulatory, Pacific Link
Trans Mountain
Calgary, AB
Lead and coordinate multidisciplinary teams across Engineering, Operations, Environment, Indigenous Relations, Land, Permitting, Construction, Legal, Commercial and Project Controls in…
Added 2 hours ago
IC
Enterprise Architect, Senior Specialist
Interac Corp.
Toronto, ON · Interac Corp. Head Office
- Full-time
The Senior Specialist, Enterprise Architecture supports the governance, oversight, and operational effectiveness of Interac's Enterprise Architecture practice. The role is responsible for…
Added 2 hours ago
AC
RQ11857 - Systems Administrator/Operations Support Specialist - Senior
A.T. Consulting & Recruiting Inc.
Toronto, ON
- Contract
Systems Administrator/Operations Support Specialist
Added 2 hours ago
S
Retail Sales Associate
Skechers
ON
- Part-time
As a Sales Associate, better known as a “Product Specialist,” at Skechers, you’re not just working a job - you’re joining a team where growth, customer connections, fashion, and comfort are…
Added 2 hours ago
Senior IT Support Specialist
TextNow, Inc.
Waterloo, ON
We’re looking for a Senior IT Support Specialist to join our IT team in Waterloo. In this role, you’ll act as a senior technical resource supporting both Windows and macOS environments…
Added 2 hours ago
RA
Print Operations Specialist
Recrute Action
Toronto, ON
- Contract
Added 2 hours ago
RB
Banking Advisor
Royal Bank of Canada
Regina, SK
- Full-time
…on-boarding a new client, or referring a complex opportunity to a specialist, your expertise will contribute to creating meaningful and memorable client experiences to drive client…
Added 2 hours ago
W
Field Service & Technical Advising Specialist
Wabtec
Edmonton, AB
- Full-time
As a member of the operations team supporting on-site at Locomotive Repair Centers, you will be responsible for guiding their craft to troubleshoot failures, provide solutions and material…

TextNow, Inc.

Senior IT Support Specialist

Waterloo, ON, Canada

Apply on job-boards.greenhouse.io About employer

Applications open in a new tab.

Job details

Experience: 5+ years of IT support experience, including at least 2 years in a senior or L3 support role within a cloud-forward environment
Posting language: English
Posted: Nov 12, 2026

Original job description

We believe communication belongs to everyone. We exist to democratize phone service. TextNow is evolving the way the world connects and that's because we're made up of people with curious minds who bring an optimistic, yet critical lens into the work we do. We're the largest provider of free phone service in the nation. And we're just getting started.

Join us in our mission to break down barriers to communication and free the flow of conversation for people everywhere.

We’re looking for a Senior IT Support Specialist to join our IT team in Waterloo. In this role, you’ll act as a senior technical resource supporting both Windows and macOS environments while helping drive automation, security, and identity-first initiatives across a modern, cloud-forward organization.

You’ll collaborate closely with IT, Security, Engineering, and People Operations teams to resolve escalations, lead projects, and continuously improve the employee technology experience.

This is a hybrid role based in our Waterloo office. You'll be in the office a minimum of 3 days a week, including Wednesdays.

What You’ll Do

End-User Support & Escalations

Serve as a senior escalation point for complex issues across Windows and macOS endpoints, networking, identity systems, and enterprise SaaS applications
Resolve escalated tickets end-to-end while maintaining clear communication with employees and stakeholders
Participate in the IT on-call rotation, including after-hours support for business-critical incidents
Mentor and support other IT team members through coaching, documentation, and knowledge sharing

Identity & Access Management

Administer identity and access management platforms including Okta and Microsoft Entra ID within a hybrid Active Directory environment
Support joiner, mover, and leaver workflows, access reviews, group policies, and conditional access policies
Improve identity automation and provisioning processes to reduce manual effort and improve operational efficiency

Endpoint Management

Manage macOS devices through Jamf and Windows devices through Microsoft Intune and Autopilot
Support zero-touch provisioning, configuration management, patching, and compliance enforcement
Maintain secure deployment standards, hardening baselines, and operating system upgrade cycles

Security Operations

Operate endpoint security tooling, including agent health monitoring, policy tuning, and alert triage in collaboration with the Security team
Enforce IT security best practices around endpoint compliance, least-privilege access, patch management, data protection, and offboarding
Support compliance and audit initiatives through accurate asset tracking, access reviews, and change documentation

Automation, Scripting & AI

Build and maintain automation workflows using PowerShell, Bash, and Python
Contribute to AI-assisted IT support experiences and internal knowledge systems
Identify repetitive operational tasks and improve them through scripting, integrations, and AI-driven solutions

Infrastructure & Enterprise Systems

Support office networking infrastructure including managed switches, VPN, Wi-Fi, and firewalls
Administer enterprise platforms including Microsoft 365, SharePoint, Jira, Confluence, and Slack
Provide support for VMware-based virtualization environments as needed

Projects & Documentation

Lead IT projects from planning through rollout, including pilots, stakeholder coordination, and execution
Create and maintain high-quality technical documentation, runbooks, and troubleshooting guides
Conduct risk assessments and follow established change-management practices

Who You Are

Bachelor’s degree in Computer Science, Information Technology, or a related field - or equivalent practical experience
5+ years of IT support experience, including at least 2 years in a senior or L3 support role within a cloud-forward environment
Advanced troubleshooting skills across both Windows and macOS environments
Strong experience with identity and access management platforms including Okta, Microsoft Entra ID, and Active Directory
Hands-on experience managing endpoints with Jamf and Microsoft Intune/Autopilot
Experience administering enterprise EDR platforms such as CrowdStrike
Practical scripting experience in PowerShell, Bash, and Python
Familiarity with AI-assisted support tools and a strong interest in applying AI to IT operations
Solid networking fundamentals including TCP/IP, DNS, DHCP, SMTP, VPNs, managed switches, and firewalls
Excellent written and verbal communication skills
Strong ownership mindset with a track record of improving IT operations and employee experience

Nice to Have:

Experience with VMware or other virtualization technologies
Familiarity with ITIL service management practices
Experience supporting SOC 2 or similar compliance initiatives
Exposure to AWS and cloud IAM concepts
Relevant certifications such as:
- Okta Certified Professional or Administrator
- Jamf 200/300
- Microsoft MD-102
- CompTIA Security+
- AWS certifications
- CrowdStrike CCFA

The expected base salary range for this role is:

CAD $85,000 - $122,000 annually

Our salary ranges are determined by role, level, and location. Within the range, individual pay is determined by job-related skills, experience, and relevant education or training.

Our goal is to offer a competitive package that reflects the impact and expertise you bring to the team.

This posting is for a current, active vacancy.

More about TextNow

Our culture

We’re proud of the culture that we’ve built at TextNow, but one of the most common questions we hear is ‘how do you continue to sustain it as the world and the company continues to change?’ The reality is that we’re only able to keep up because each and every TextNovian contributes to our culture through being involved, by living our values, sharing feedback, embracing change and more!

Our values

Customer Obsessed

We strive to have a deep understanding of our customers.

Do Right By Our People

We treat each other with fairness, respect, and integrity.

Accept the Challenge

We adopt a "Yes, We Can" mindset to achieve ambitious goals.

Act Like an Owner

We treat this company like it's our own... because it is!

Give a Damn

We are deeply committed and passionate about our work and achieving results.

Our benefits and more

This is a brief overview of the benefits that TextNow offers its employees. More complete details can be found in TextNow’s Benefit Guide and legal plan documents, which are available to employees on or shortly after their start date with TextNow. The benefits listed herein are for illustrative purposes only and may change from time-to-time in TextNow’s sole discretion.

Free phone service

Strong work life blend

Flexible work arrangements (work-from-home, remote, or access to one of our office spaces)

Employee stock options

Unlimited vacation

12 paid holidays per year

Competitive pay

Health, dental, and vision benefits

Short-term & long-term disability

$750 annual wellness benefit or healthcare spending account

RRSP matching (Canada)

Parental leave for eligible employees

Learning & Development opportunities

We travel a few times a year for various team events, company-wide off-sites, and more

More information about our total rewards package will be available during the hiring process.

Dogfooding & Customer Obsession

At TextNow, every employee gets to actively use our app for calling and texting. Dogfooding helps us experience what customers do, to spot issues early, and drive better design, developer, and user experiences.

Diversity and Inclusion

Our aim is to make every person who joins TextNow feel like they belong, that they’re valued, and that they’re able to be their authentic selves at work.

We’re all accountable for creating an inclusive culture and a sense of belonging for one another. By doing this together, we’ll make TextNow better for everyone.

Equal opportunity

We are an equal opportunity employer and are committed to creating an inclusive environment for all employees. We consider all qualified applicants without regard to race, color, religion, sex, gender identity or expression, sexual orientation, age, disability, or any other protected characteristic.

Applicants who require reasonable accommodation during the hiring process may contact our Talent Team.

AI usage: We use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact our Talent Team.

TextNow Candidate Policy

By submitting an application to TextNow, you agree to the collection, use, and disclosure of your personal information in accordance with the TextNow Candidate Policy

Apply on job-boards.greenhouse.io About employer

More about this job

Responsibilities

The Senior IT Support Specialist will provide high-level technical support for Windows and macOS environments while managing identity systems and endpoint security. They will also lead IT projects, mentor team members, and drive automation initiatives across the organization.

Requirements

Candidates must have at least 5 years of IT support experience, including 2 years in a senior or L3 role, and a bachelor's degree in a related field. Proficiency in identity management platforms, endpoint management tools, and scripting languages like PowerShell or Python is required.

Skills

Windows
MacOS
Okta
Microsoft Entra ID
Jamf
Microsoft Intune
PowerShell
Bash
Python
Networking
Identity and access management
Endpoint security
Cloud infrastructure
Technical documentation
Troubleshooting
Project management

Benefits

Free phone service
Flexible work arrangements
Employee stock options
Unlimited vacation
Paid holidays
Health benefits
Dental benefits
Vision benefits
Short-term disability
Long-term disability
Wellness benefit
Healthcare spending account
RRSP matching
Parental leave
Learning and development opportunities

Visa sponsorship

Not detected in the job text

Keywords

IT Support
Windows
MacOS
Okta
Microsoft Entra ID
Jamf
Microsoft Intune
Autopilot
PowerShell
Bash
Python
CrowdStrike
Networking
TCP/IP
DNS
DHCP
VPN
Firewalls
VMware
Microsoft 365
SharePoint
Jira
Confluence
Slack
Identity and Access Management
Endpoint Security
Automation
Cloud-forward
SOC 2
Active Directory

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Work requirements

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