[All remote jobs](https://jobicy.com/jobs.md)Open role[![Thinkific logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2022/02/570aa5804532a172e106382d78eee9e2.jpeg)](https://jobicy.com/company/thinkific.md)Remote opportunity at[Thinkific](https://jobicy.com/company/thinkific.md)

# Sales Development Representative

Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move.

[Apply for this job](#job-application)[View company](https://jobicy.com/company/thinkific.md)Share20 Aug 2026Published27Listing views0Application actions19 Sep 2026Apply before  Opportunity details

## About this role.

AI SummaryThinkific is hiring a full-time Sales Development Representative to own both inbound qualification and outbound pipeline generation for its B2B learning-commerce platform. The SDR will use AI-enabled sales tools, including Clay, Gong, Sales Navigator, and Salesforce, to research accounts, run signal-based outreach, and book qualified meetings for Account Executives. Candidates should bring 1–2 years of SDR/BDR or comparable high-volume relationship-building experience, strong written and verbal communication, and accountability for performance metrics. This is a Canada-only distributed role with an intense initial ramp period and a high-execution, experimentation-focused sales environment.

## Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

### Job Complexity

4/5EasyHard

### Pace & Pressure

5/5RelaxedFast-paced

### Autonomy Level

4/5GuidedFull ownership

### Communication Load

5/5IndependentCollaborative

AI insightThe role requires balancing fast inbound response times with proactive, personalized outbound prospecting across several channels. Success depends on independently managing activity, testing messaging, using AI tools effectively, and consistently achieving monthly pipeline goals.

## Salary analysis

Estimated compensation compared with the broader CA market for similar roles.

Estimated job medianHighly competitiveC$77,800CA market rangeC$55k–C$85k0C$94k

AI insightThe disclosed compensation is a CAD total on-target earnings (OTE) range of CAD 62,200 to CAD 93,400, with CAD 77,800 as the stated midpoint; it includes base salary plus commission. The posting does not state a pay cadence, so no cadence is assigned. For comparison, the estimated US-market total compensation range for a 1–2 year B2B SaaS SDR is approximately USD 55,000–85,000, varying by location, quota structure, and outbound expectations.

## Core skills

Skills and capabilities most closely associated with this opportunity.

[Sales development](https://jobicy.com/jobs?search_keywords=Sales%20development.md)[B2B SaaS](https://jobicy.com/jobs?search_keywords=B2B%20SaaS.md)[Outbound prospecting](https://jobicy.com/jobs?search_keywords=Outbound%20prospecting.md)[Inbound lead qualification](https://jobicy.com/jobs?search_keywords=Inbound%20lead%20qualification.md)[Pipeline generation](https://jobicy.com/jobs?search_keywords=Pipeline%20generation.md)[Salesforce CRM](https://jobicy.com/jobs?search_keywords=Salesforce%20CRM.md)[Sales Navigator](https://jobicy.com/jobs?search_keywords=Sales%20Navigator.md)[AI sales tools](https://jobicy.com/jobs?search_keywords=AI%20sales%20tools.md)[Cold calling](https://jobicy.com/jobs?search_keywords=Cold%20calling.md)[Email sequencing](https://jobicy.com/jobs?search_keywords=Email%20sequencing.md)

Cover letter sampleDear Thinkific Hiring Team,

I am excited to apply for the Sales Development Representative role because I enjoy turning thoughtful research, relevant outreach, and genuine curiosity into qualified customer conversations. My experience building relationships, managing high-volume outreach, and maintaining accountability to measurable goals aligns well with Thinkific’s full-funnel SDR model.

I would bring a disciplined, hypothesis-driven approach to prospecting, using tools such as Salesforce, LinkedIn Sales Navigator, Gong, and AI-assisted research platforms to prioritize signals and personalize engagement at scale. I am particularly drawn to Thinkific’s AI-forward culture and mission to help learning businesses grow.

I would welcome the opportunity to help create pipeline for your Account Executive team while continuously improving messaging, conversion, and prospect experience.

Copy   Sample interview questionsHow would you prioritize a mix of inbound leads and outbound prospecting responsibilities?I would establish clear service-level expectations for inbound leads so high-intent prospects receive a fast response, then organize outbound blocks around ICP segments and trigger signals. I would review conversion and meeting-quality data weekly to adjust time allocation toward the channels producing the strongest pipeline.

Describe how you would use AI tools to personalize outbound outreach without making it feel automated.

I would use AI to accelerate research, summarize public company signals, identify relevant hypotheses, and draft first-pass messaging. Before sending, I would validate the facts and tailor the message around a specific business priority, trigger, or likely pain point so the outreach remains accurate and human.

What would you do if you were behind your monthly meeting or pipeline goal midway through the month?

I would diagnose the gap by funnel stage: activity volume, connection rate, reply rate, qualification rate, or meeting conversion. Then I would increase focused activity, test a specific messaging or audience hypothesis, align with AEs on priority accounts, and monitor results daily rather than waiting until month-end.

How do you uncover meaningful prospect pain during an initial qualification conversation?

I use open-ended questions about the prospect’s current process, desired outcomes, obstacles, timelines, and decision criteria. I listen for business impact, confirm my understanding, and connect their stated challenge to a relevant capability only after I have established that the problem is worth solving.

How would you partner with an Account Executive to improve account targeting and meeting quality?

I would hold regular account and pipeline reviews to compare ideal-customer signals, stakeholder personas, messaging feedback, and meeting outcomes. I would use the AE’s discovery feedback to refine qualification criteria and outbound hypotheses, while providing clear context on prospect engagement before every handoff.

### Who we are ⬇️

Thinkific is an award-winning learning commerce platform built for scale. By bringing together community, courses, and content with commerce, we power transformative learning experiences and give businesses everything they need to grow their revenue— all from one AI-powered platform.

We’re a team of 300+ Thinkers building products that matter. Every role at Thinkific contributes to raising the bar for online learning, supporting thousands of learning businesses, and creating real-world impact for millions of learners around the world. You’ll work alongside curious, collaborative teammates who care deeply about what they build and who they build it for.

We’re committed to a fair, inclusive, and human hiring experience. Our team is here to guide you every step of the way, so you always know what to expect!

### About the Role 🚀

Are you an ambitious relationship builder who thrives on connecting with people and creating new opportunities?

We’re looking for a Sales Development Representative to join our growing sales team as a high-impact, all-bound pipeline driver. This isn’t a siloed inbound or outbound role — you’ll own both, working the full top of funnel with equal fluency. You’ll be the first impression Thinkific makes on prospective customers, and you’ll be expected to operate like a modern, AI-native seller: smart targeting, sharp messaging, fast execution.

You’ll work closely with our Account Executive team and marketing to help build a qualified pipeline, run signal-based outbound plays, and ensure no inbound lead goes unworked. You’ll be expected to use AI tools not as a shortcut, but as a force multiplier — doing more, personalizing better, and moving faster than a traditional SDR.

What You’ll Do

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Own inbound lead qualification: respond fast, qualify rigorously, and book quality meetings for our AE team

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Build and execute outbound sequences targeting our ICP, using Clay, Gong, Sales Navigator, and AI-driven research to personalize at scale

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Run signal-based prospecting using buying triggers (hiring activity, tech stack changes, funding events, content engagement) to prioritize outreach

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Execute multi-channel sequences across email, phone, LinkedIn, etc.

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Partner with AEs to align on target accounts, messaging, and pipeline goals

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Hit and exceed monthly goals

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Continuously test and iterate messaging; bring a hypothesis-driven mindset to what’s working and why

What You Bring

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1-2 years of SDR/BDR experience in B2B SaaS (bonus points for learning tech, HR tech, or an adjacent space)

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Demonstrated ability to self-source pipeline through outbound, not just work inbound queues

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Hands-on experience with AI-powered sales tools like Clay, Apollo,Gong etc; you should be able to show us your workflow, not just list the tools you’ve used

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Proficiency with Salesforce (or equivalent CRM) and a sequencing tool (Outreach, Salesloft, or Gong)

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Strong written communication, your emails sound like you, and your cold calls don’t sound like scripts

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Genuine curiosity about prospects’ businesses and a knack for asking questions that uncover real pain

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High accountability: you track your own numbers, know where you stand against goal, and proactively close gaps

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Comfortable working in a fast-moving environment

Career changers: We’re open to you if:

*

You have a background that required high-volume outreach, relationship building, or persuasion (recruiting, fundraising, account management, hospitality, real estate, financial services)

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You can articulate clearly why you want to move into tech sales specifically

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You’re prepared to put in the work during ramp, the first 60 days will be intense

We’re committed to fair and transparent pay that reflects both where you are and where you can grow to. This role has a total compensation opportunity (OTE) of $62,200 – $77,800 – $93,400 (base salary + commission) in Canada, designed to capture the full journey from developing skills to excelling in the position. Most new hires start between the minimum and midpoint, which aligns with being fully capable in the role. Salaries above the midpoint are typically reserved for team members who have demonstrated strong, consistent performance, deep expertise, and a significant positive impact within the role.

For high-demand or hard-to-fill positions like this one, we may hire above midpoint for candidates who bring exceptional experience, skills, or impact potential.

### The Hiring Journey

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An exploratory call with our Talent team

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An impact-focused interview with the Hiring Manager

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Stakeholder Interview with team mates and/or cross collaborators

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Technical stage: presentation with Hiring Manager and team mate

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Executive Interview

For a deeper look at our hiring process, what to expect during each step, AI guidelines, and how to prepare, visit our[Candidate Hub](https://www.thinkific.com/candidate-hub/) ⭐

### How we work with AI:

Thinkific is an AI-forward company. We use AI tools across all teams, and our approach to hiring is no different. We use AI-assisted tools to support parts of our recruitment operations, and we’re committed to being transparent about how. We automate where it drives efficiency, but every hiring decision is made by a person, and a high-touch, human candidate experience always comes first.

Candidates are welcome to use AI tools during the application process if desired.

👉 Visit our [Candidate Hub](https://www.thinkific.com/candidate-hub/) to learn more!

### Diversity, Equity, Inclusion and Belonging & Accessibility:

This is just our initial idea of who we’re looking for! At Thinkific, we know that people have unique career journeys. If your experience is close to what we’ve described but you feel that you might be missing a few of the requirements, please still apply! We believe in equal opportunity and are committed to diversity, equity, inclusion, and belonging across every facet of our business.

We’re also committed to providing a comfortable and accessible interview experience for every candidate. If there are any accommodations our team can make throughout our hiring process (big or small), please let us know.

### What you can expect if you join Thinkific:

👏 An amazing team of talented, passionate, and kind Thinkers. Together, we’ve built an incredible award-winning culture—we’re a [Certified Great Place to Work](https://www.greatplacetowork.ca/en/certified-company/z4870188000001308732) and have been recognized on many Great Place to Work’s Best Workplaces lists for Canada, Technology, Inclusion, Women, Mental Wellness, and more! We’re also one of [Canada’s Best Diversity Employers](https://reviews.canadastop100.com/top-employer-thinkific-labs?_gl=1*12huclg*_ga*MTUyMzgxNzY4NS4xNzU4ODE3MDc1*_ga_H481FDLVWD*czE3ODQ1NzM1NDQkbzQwJGcxJHQxNzg0NTczOTk4JGoxOCRsMCRoMA..#diversity), [BC Top Employers](https://reviews.canadastop100.com/top-employer-thinkific-labs?_gl=1*a0fi0m*_ga*MTUyMzgxNzY4NS4xNzU4ODE3MDc1*_ga_H481FDLVWD*czE3ODQ1NzM1NDQkbzQwJGcxJHQxNzg0NTczOTA0JGo0NCRsMCRoMA..#bc), and [Canada’s Top Small & Medium Employers](https://reviews.canadastop100.com/top-employer-thinkific-labs?_gl=1*nknbrn*_ga*MTUyMzgxNzY4NS4xNzU4ODE3MDc1*_ga_H481FDLVWD*czE3ODQ1NzM1NDQkbzQwJGcxJHQxNzg0NTc0MDc0JGoxMyRsMCRoMA..#sme) for 2026 by Canada’s Top 100!
🚀 The chance to build, improve, and innovate on a platform that’s driving positive impact for thousands of businesses and millions of students around the world.

💸 A competitive compensation package including base salary, equity, team-wide bonuses, and an Employee Share Purchase Plan.

🌴Flexible Paid Time Off to maintain mental and physical health. Our team is encouraged to take a minimum 4 weeks of vacation, plus Thinker Holidays (extended long weekends in the summer) and time off for the December holiday season.

🩺 Health Benefits and Wellness: Comprehensive benefits starting on Day 1 include health, vision, and dental coverage for you and your family, $3,000 for mental health care, a short-term health plan, and an additional $900/year health or personal spending account. Plus, family friendly benefits include generous parental leave top-ups for up to 32 weeks, as well as fertility coverage and personalized return to work options.

🤝 3 Paid Volunteer Days each year to give back to your community and support the causes you care about.

💻 Flexible Work. Choose to work from home from anywhere in Canada, at our Vancouver HQ, a co-working space, or anywhere there’s wifi for a change of scenery.

🤖 AI tools for every Thinker. We’re an AI-forward team, and every employee has access to the tools they need to work smarter, faster, and make a bigger impact.

⬆️ Learning & Growth. An annual $2,000 CAD Learn and Grow fund for conferences, seminars, or courses, plus training, mentorship, coaching, and internal promotion opportunities.

🏡 A home office setup so you’re ready to succeed with a company-owned Macbook Pro and a budget to order a desk, chair, or any accessories to help you work comfortably and productively.

💙 A place where you can bring your whole self to work. We know that different perspectives lead to amazing ideas, more innovation, and, ultimately, our success as a company. We welcome applicants of all backgrounds, experiences, beliefs, identities, and statuses. Whoever you are—we can’t wait to meet you!

The Thinkific Vancouver office operates on the traditional, ancestral, and unceded territories of the[xʷməθkʷəy̓əm](http://www.musqueam.bc.ca/) (Musqueam),[Sḵwx̱wú7mesh](http://www.squamish.net/) (Squamish), and[Sel̓íl̓witulh](https://twnation.ca/) (Tsleil-Waututh) Nations of the Coast Salish People. We encourage everyone to [learn more](https://native-land.ca/) about the original caretakers of the land that you currently occupy.

Show more

[Apply now >](https://jobicy.com/jobs/151208-sales-development-representative-3.md)

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