Technical Support Specialist II New Remote - Toronto

eSCRIBE Software Ltd; Holiday (FL); Remote; USD 60,000 - 85,000; Full time

Job summary

A leading company in meeting management solutions is seeking a Technical Support Specialist Tier 2 to provide expert support for escalated technical issues. The ideal candidate will have substantial experience in technical support within B2B SaaS, particularly involving A/V and livestreaming integrations. This role involves troubleshooting complex problems, collaborating with various teams, and ensuring customer satisfaction through clear communication and effective resolution of issues.

Benefits

Company provided equipment (laptop, software, etc.)

Unlimited PTO program

401K Retirement Savings Plan with generous company match

Employer paid health benefits

Qualifications

• 5–7 years of Tier 2 technical support experience in a SaaS or enterprise software environment.
• 3-5 years of experience with technical customer support tools.
• Experience with livestream platforms and protocols is strongly preferred.

Responsibilities

• Diagnose and resolve complex software issues escalated from Tier 1 support.
• Act as a technical liaison between Customer Experience, Product, Engineering, and QA.
• Create and maintain internal troubleshooting guides and customer-facing help articles.

Skills

Technical Support

Troubleshooting

Collaboration

Customer Communication

Documenting Issues

Tools

Zendesk

Azure DevOps

CRM/ticketing platforms

Job description

As a Technical Support Specialist Tier 2 you will act as a subject matter expert on our platform, providing high-quality, second-line technical support for escalated customer issues. You’ll troubleshoot complex technical problems, support cross-functional teams, and advocate for customer needs with Product and Engineering. We are looking for someone with extensive technical support in B2B Saas with an emphasis on a/v or livestreaming integrations. eScribe is a market leader in meeting management solutions for local government.

Our current support hours are 8:30am – 8pm ET. You must be available to work a shift that falls within those hours. The team will rotate on-call shifts (8pm – 11pm ET).

Key Responsibilities:

• Technical Support & Troubleshooting
  • Diagnose, troubleshoot, and resolve complex software and technical issues escalated from Tier 1 support.
  • Investigate environmental factors affecting performance (e.g., networks, browser settings, APIs, integrations).
  • Respond to customer inquiries via ticketing system, phone, and video conferencing.
  • Document technical issues thoroughly, including steps to reproduce, system logs, and customer impact.
  • Implement and troubleshoot livestreaming solution alongside partner.
  • Investigate livestreaming issues, encoder problems, RTMP configurations, player performance, audio/video sync issues, and captioning.
• Product Knowledge & Enablement
  • Become an expert in our product suite, features, and customer use cases.
  • Stay current with product updates and actively contribute to internal knowledge sharing.
  • Create and maintain detailed documentation, internal troubleshooting guides, and customer-facing help articles.
• Customer & Cross-Functional Collaboration
  • Act as a technical liaison between Customer Experience, Product, Engineering, and QA.
  • Serve as a technical liaison with clients, offering clear and empathetic communication for incident updates, troubleshooting steps, and root cause summaries.
  • Provide clear updates to customers and internal stakeholders on ticket status and resolution timelines.
  • Participate in customer feedback loops to inform product enhancements.
  • Support product release readiness and identify potential risks from a support perspective.
  • Oversee investigation & updates with livestreaming vendor to manage escalation and support tickets.

Skills and Experience Needed:

• 5–7 years of Tier 2 technical support experience in a SaaS or enterprise software environment.
• 3-5 years of experience in technical customer support tools like Zendesk, Azure DevOps, and CRM/ticketing platforms.
• Experience with livestream platforms, encoders (OBS, Wirecast, vMix), and protocols (RTMP, HLS). is strongly preferred.
• Strong analytical, diagnostic, and troubleshooting abilities.
• Excellent communication skills with the ability to explain technical issues to non-technical audiences.
• Experience in cross-functional collaboration with Product, Engineering, and QA teams.
• Proven ability to prioritize and manage multiple issues in a fast-paced environment.
• Strong technical documentation and writing skills.

Accountability

Business Acumen

Customer Focus

Dealing w/Ambiguity

Decision Making

Driving for Results

Initiating Action

Technical/Professional Knowledge/Skills

About the company:

More than just agendas or board management,eSCRIBEprovides comprehensive meeting management solutions with powerful tools and efficient workflows that support staff, meeting participants, and the public at every step of the meeting lifecycle. Taking meeting automation to a higher level, we enable your organization to save time and money so your resources can be better spent on higher-value tasks and projects.

Founded in 2007 our solutions empower organizations across North America and as far away as Australia. In Canada, we have become a favorite of municipal governments, with over half of the top 25 Canadian municipalities choosing eSCRIBE.

OnBoard is the parent company of eSCRIBE. We’ve grown from a class project at Purdue University in West Lafayette, Indiana in 2003 into the world’s leading board management software platform today. With a recent $100 million investment from JMI Equity and our recent purchase of meeting management software company eSCRIBE, we’re poised to grow to even greater heights.

Benefits and Perks:

• Company provided equipment (laptop, software, etc.)
• Employment with a growing, casual, fun, philanthropic minded company
• Employer paid extended health benefits, including health spending account (CAN based employees)
• US Based Employees
  • Comprehensive, high-quality medical/prescription drug plan options, as well as dental and vision plan offerings.
  • An employer contribution to your Health Savings Account (HSA) if you participate in a High Deductible Healthcare Plan.
  • Medical Flexible Spending Accounts available.
  • Dependent Care Flexible Spending Accounts available.
  • Basic life insurance in the amount of $50,000 or 1 X’s your salary (whichever is higher) .
  • Short and long-term disability and Accidental Death and Dismemberment benefits at no cost to you.
  • 401K Retirement Savings Plan with automatic enrollment at the first of the month following 60 days of employment at 5% to help you secure your financial freedom. We offer a generous company match that starts on the first of the month following 60 days of employment. The company match is dollar for dollar on the first 3% of your pay that you contribute and $0.50 on the dollar on the next 2%, for a total match of 4%.
  • Paid Time Off (PTO)/Holiday
    • Unlimited PTO program each year.
    • 1 1 paid holidays, and half day Fridays in the summer.

Diversity Statement - Culture of Togetherness:

AtOnBoard, our mission is to encourage and celebrate a culture of togetherness. We acknowledge that uniqueness is powerful, and we welcome, foster, and appreciate all. Diversity, Equity, and Inclusiveness fuelthe Pathfinder atmosphere and all our efforts. Our power is in our people and we Pledge 1% to give back to our communities and across the globe.

OnBoardis an equal opportunity employer and committed to a diverse and inclusive working environment.Passagewaysdoes not discriminate based on race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or other legally protected status. For individuals with disabilities who would like to request an accommodation please email [e-mail].

Apply for this job

*

indicates a required field

First Name *

Last Name *

Preferred First Name

Email *

Phone *

Resume/CV *

Enter manually

Accepted file types: pdf, doc, docx, txt, rtf

Enter manually

Accepted file types: pdf, doc, docx, txt, rtf

LinkedIn Profile

Location *

We don't need to know what you're earning today, but we are interested in what salary range you're targeting for your next opportunity. Please provide a numeric range. *

Work Authorization * Select...

Describe your experience in audio visual or livestreaming integrations and software? *