Jane

SaaS

SupportTeamCaptain

CA$75–105k Canada FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Support Team Captain at Jane. Skills: Customer success, Team leadership, Coaching. Lead customer support reps. Deliver real-time feedback”

What You'll Achieve.

Improve team engagement; Improve team confidence; Improve team skill; Reduce friction; Keep information accurate; Keep information current; Ensure customer expertise; Ensure customer care

Industry & Context.

SaaS
Problems you'll solve

Problem-solving; Sound judgment

What They're Looking For.

Must Have

5 years of leadership experience, Experience in high-touch customer service

Nice to Have

Experience with AI-powered features, Experience with Claude, Experience with Fellow

What You'll Do.

Lead customer support reps

Deliver real-time feedback

Provide structured development

Support tough conversations

Coach for account setups

Deliver polished demos

Deliver confident demos

Provide seamless account configurations

Identify knowledge gaps

Build targeted coaching plans

Address performance challenges

Build inclusive culture

Build trusting culture

Create space for dialogue

Conduct team meetings

Inform team on updates

Inform team on direction

Advocate for customers

Handle customer escalations

Offer real-time backup

Navigate complex situations

Spot trends in escalations

Partner cross-functionally

Keep information accurate

Keep information current

Stay up to date on features

Stay up to date on workflows

Stay up to date on best practices

Help team stay up to date

Handle customer interactions with expertise

Handle customer interactions with care

Ask questions about tools

Help team feel confident

Support customer value realization

Support customer retention

Support customer satisfaction

How You'll Work.

Team & Collaboration

Cross-functionally with CS Operations; Cross-functionally with Content teams

Communication Scope

Open dialogue; Honest conversations

Full Job Description

ABOUT THE ROLE Hi, I’m Annie https://www.linkedin.com/in/annie-lanari-4264265/, Director of Support here at Jane. I’ve been at Jane for 11 years, and I lead our Support team. Our team exists to help the helpers - the practitioners and clinic owners running their practices every day. When they’re stuck, stressed, or unsure, we step in to remove obstacles so they can get back to caring for their patients. This work connects directly to Jane’s mission. The better we support our customers, the more time and energy they have to focus on the people who rely on them. I live in North Vancouver and love running, especially when I need space to think through a challenge or reset after a full week. This role is a special one. As a Team Captain, you’ll lead a team of around eight customer support reps and play a direct role in shaping their growth, confidence, and day-to-day experience at Jane. You’ll be close to the work - coaching in real time, navigating complex customer conversations, and using insights from quality reviews and metrics to help your team continuously improve. Jane is in an exciting chapter of growth — including expanding further into the US market — and we're looking for a leader who's energized by what that brings. You'll play a meaningful role in shaping team culture, championing our customers, and helping the people around you do their best work. If you're passionate about developing others, solving real problems, and building an environment where both teammates and customers feel genuinely supported and celebrated, this is the kind of role where you'll thrive. WHAT IMPACT WE'RE LOOKING FOR YOU TO MAKE - Leading, growing and coaching your team. Lead a team of ~8 customer support reps, using Jane's 4C coaching model to deliver real-time feedback, structured development, and support through tough conversations. - Coach for demos and account setups. Support the team in delivering polished, confident demos and seamless account configurations. - Identify knowl

Free ATS check

Applying for this Support Team Captain role?

Most applicants get filtered before a human reads their resume. See if yours makes the cut.

How to Apply on Ashby

  • Ashby is a fast modern ATS — most applications take under 3 minutes.
  • The resume parser is strong; verify parsed experience dates and job titles.
  • Custom screening questions are often scored algorithmically — answer completely.
  • Location field affects geo-based screening; use your actual metro area.

ANONYMOUS · UNFILTERED

What do employees actually say about Jane?

Real rants from real employees. Read before you apply.

Read Company Rants →