Technical Onboarding Specialist

Opencare Inc; Canada; Remote; CAD 55,000 - 70,000; Full time

Job summary

A growing healthcare technology company is seeking a Technical Onboarding Specialist. In this role, you'll ensure dental practices are set up for success by guiding them through technical integrations and providing effective training. We're looking for someone with strong customer-focused technical support experience and a proactive mindset who can navigate Windows environments and lead virtual training sessions. This position is fully remote and open to candidates across Canada.

Benefits

Remote work flexibility

Opportunities for growth and learning

Qualifications

• 3+ years of experience in customer-facing technical support.
• Comfortable troubleshooting and guiding users through installations.
• Strong communicator making complex topics simple.

Responsibilities

• Guide customers through the installation of software integrations.
• Teach practices to use the Opencare platform effectively.
• Diagnose and resolve compatibility or data flow issues.

Skills

Customer-facing technical support experience

Troubleshooting Windows environments

Strong communication skills

Leading virtual training

Strong diagnostic instincts

Highly organized

Proactive mindset

Tools

Google Sheets

Excel

Looker

Job description

At Opencare, we are a remote first organization and we are open to applicants across Canada, USA, LATAM and the Philippines. We're excited to try something new! Instead of waiting for our talent team to review your application, we highly encourage you to jump straight into the process by interviewing with our AI-powered system to really set your application apart from the rest. This short, async interview lets you showcase your skills and experiences right away, again, setting you apart from the crowd to get the attention of our team right away (every AI interview is reviewed by our recruiters).

Before you read any further: Our strength at Opencare relies on the diversity of perspective that we work hard to craft on our team. We are all solving the same set of problems from our own unique lenses, and this is fundamental to our success as a business.

Experience means something different to each of us and your unique combination of skills, passions and experiences are what makes you a valuable asset to our team. If the role below is of interest to you, please consider applying!

Opencare’s Mission:

To reinvent how dentists run their practices, so they can focus on what matters most: providing exceptional patient care.

Running a dental practice is becoming more and more complicated every year. At Opencare, we believe that dentists should be focused on delivering world class patient experiences and care, not worrying about where their next patient is going to come from. Opencare is making that a reality by conveniently enabling patients to find a new dentist that perfectly matches their needs, and seamlessly book and visit them for the first time.

We live our most important life moments through our mouths, from laughing with friends to eating our favourite meal to kissing our loved ones goodnight. Despite that, most people avoid seeing a dentist and prioritizing their oral wellness. We are changing that.

Our Customer Enablement Team’s Vision:

At Opencare, we believe that delivering exceptional care begins with a seamless, empowering experience for dental practices. Our Customer Enablement Team is on a mission to be more than a support function - we are strategic partners in practice success. We set our customers up for long-term growth by combining personalized onboarding, impactful training, and continuous enablement that drives adoption and patient satisfaction.

Technical Onboarding Specialist

We’re looking for a Technical Onboarding Specialist who is empathetic, proactive, and equally comfortable working with dental teams and technical systems. In this role, you’ll combine onboarding, product training, and light technical implementation to ensure that every new Opencare customer is confidently set up for success - while also supporting integrations and internal tooling that drive our onboarding engine.

How will you help to get us there? As a Technical Onboarding Specialist, you will be at the front lines of helping dental practices across North America unlock value from Opencare. Your mission is to guide them through a smooth implementation process, provide effective and engaging training, and enable the backend integrations and setup processes that power a seamless experience. You’ll also serve as a key support partner to our Technical Enablement & Integrations Specialist.

You’ll act as a trusted advisor, educator, and technical problem solver, enabling teams to become confident users of Opencare who are set up for long-term success.

Your Primary Role

• Owning the technical aspects of customer onboarding and guiding our customers through the installation and technical configuration of Practice Management Software integrations.
• Teaching practices how to use the Opencare platform effectively - including core workflows, scheduling best practices, and guidance that helps them succeed from day one.
• Assist with diagnosing and resolving compatibility or data flow issues - thinking critically to uncover root causes.
• Contribute to internal enablement by sharing successful tactics, and refining documentation and workflows.
• Monitor onboarding and activation milestones tied to Time to First Value (TTFV), proactively communicating progress, risks, and successes to internal stakeholders.
• Ensure a seamless hand-off to Support and Customer Success at the end of the activation period, with a focus on achieving strong Time to First Value (TTFV) outcomes for each practice.
• Design and lead virtual training sessions (live and recorded) for dental teams, ensuring clarity, engagement, and knowledge retention to enhance the patient journey.
• Collaborate with Product, Engineering, Support and Success to identify and resolve friction points in the onboarding experience.
• Advocate for customers internally - bringing insights and feedback from the frontlines to help us continuously improve.

Skills of a successful candidate

• 3+ years of experience in customer-facing technical support (call centre, IT helpdesk, or MSP).
• You’re comfortable troubleshooting Windows environments, guiding users through installations, and diagnosing issues over phone or screen share.
• Strong communicator with a knack for making complex topics feel simple and accessible.
• Confident leading virtual trainings or presentations for small-to-medium-sized teams.
• Strong diagnostic instincts - you think critically, explore root causes, and don’t stop at surface-level symptoms.
• Highly organized and capable of managing multiple onboardings or integration projects without losing momentum.
• High reliability and follow-through: shows up prepared, communicates early if blocked, and doesn’t miss client commitments.
• A proactive, solutions-oriented mindset. You love identifying problems and finding better ways to do things.

Bonus attributes that will make you stand out

• Familiarity with Dental Practice management software or healthcare systems (we’ll teach this if you don’t have it yet).
• You’re comfortable working with data - whether in Google Sheets, Excel, or Looker - and can interpret trends or surface insights that help the team make better decisions.
• Experience creating educational content or contributing to knowledge bases (Zendesk Help Center articles, job aids, short explainer videos, FAQ docs) using tools like Canva, Loom, or similar editors.

A Note on Learning and Growth

We recognize that not every candidate will check every box - and that’s okay. We’re especially excited to meet candidates with a solid technical foundation who are eager to learn, grow into the role, and expand their impact over time. We’ll teach you the dental-specific tools and workflows - what matters most is your curiosity, drive, and customer-first and continuous improvement mindset.

Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential job functions. If you require assistance or an accommodation due to disability during the interview process, please inform your Talent Partner.