Remote jobs in Canada

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Added 3 hours ago
O
Business Development Representative (Americas)
Oyster
Remote, Canada
- Full-time
- Remote
Location: While this position is posted in a specific location, all of Oyster’s positions are fully remote and you can work from home. Forever. To create the best experience for our new…
Added 9 hours ago
PT
Independent Client Development Consultant | Remote
Passport To Personal Freedom
Remote, Canada
- $120,000 to $180,000 CAD / year
- Full-time
- Remote
Vancouver, BC | Remote | Flexible | Self-Directed | 100% Performance-Based
Added 13 hours ago
RT
Director, Growth Strategy & Operations
Raising The Village
Remote, Canada
- Full-time
- Remote
Location: This role is based in Toronto and follows a hybrid work arrangement, with three days per week in the Toronto office and the remaining workdays remote.
Added 14 hours ago
S
Senior Technical Talent Acquisition Partner (14 Month Contract)
Super.com
Remote, Canada
- $112,000 to $129,000 CAD / year
- Full-time
- Remote
…and offer acceptance) and report on pipeline health to senior leadership to continuously improve the…
Added 15 hours ago
EW
Senior UX Designer / Concepteur UX Senior
Evolving Web
Remote, Canada
- Full-time
- Remote
Location: Remote applications are welcome, but the candidate must be available during Montreal working hours.
Added 16 hours ago
VC
Sourcer / Junior Recruiter
VetCare Canada
Remote, Canada
- $65,000 to $75,000 CAD / year
- Full-time
- Remote
Raise the bar: We pursue continuous improvement, personal development, and positive change.
Added 16 hours ago
EW
Développeur·euse WordPress Full Stack / Full Stack WordPress Developer
Evolving Web
Remote, Canada
- Full-time
- Remote
Un excellent esprit d’équipe, accompagné de solides compétences en résolution de problèmes et en leadership
Added 16 hours ago
H
Director, Customer Success
HighlightTA
Remote, Canada
- $184,714 to $225,762 CAD / year
- Full-time
- Remote
…easier and their businesses more effective. We’re also a fully remote company, with passionate employees across the U.S., Canada, and around the…
Added 16 hours ago
D
Senior Manager, Training
Docker
Remote, Canada
- Full-time
- Remote
We are a globally distributed, remote-first team building the tools that define how software gets built and delivered. As AI agents redefine software development, Docker is at the center of…
Added 17 hours ago
LC
Senior Staff Portfolio Operations Manager
Lightspeed Commerce, Inc.
Remote, Canada
- $170,000 to $200,000 CAD / year
- Full-time
- Remote
…partner with Product & Technology leaders to support roadmap development and execution, manage cross-functional dependencies, and strengthen planning and delivery practices. Following this…
Added 20 hours ago
A
Commercial Lead - Sales & Partnerships
Avomind
Remote, Canada
- Remote
This is a player-coach role combining direct sales with go-to-market development and future team leadership. You will own the new-business pipeline, personally close deals, establish…
Added 21 hours ago
P
Head of Operations at DTC Wellness Brand (Remote, US-Based)
Paired
Remote, Canada
- $120,000 to $180,000 CAD / year
- Full-time
- Remote
Paired is an overseas staffing agency that connects top talent to remote opportunities with employers in the U.S. and beyond. We believe great jobs shouldn’t be limited by location, and…
Added 21 hours ago
S
Bilingual Supervisor, Customer Service
Serefin
Remote, Canada
- $55,000 to $65,000 CAD / year
- Full-time
- Remote
Leadership - We are empowered to take the initiative – to proactively deliver to our partner's unique needs and help drive our company’s growth.
Added 22 hours ago
DS
Marketing Lead
Devoted Studios
Remote, Canada
- Full-time
- Remote
Devoted Studios is a globally remote development company specializing in Co-development, Porting, and End-to-End Art Production for the global gaming industry.
Added 23 hours ago
TT
Senior Customer Success Engineer - AMER
Tyk Technologies
Remote, Canada
- Remote
Total flexibility, default remote, radical responsibility
Added 1 day ago
TC
Manager, Financial Reporting and Advisory Services - Mining
Treewalk Consulting Inc.
Remote, Canada
- $110,000 CAD / year
- Full-time
- Remote
…exception, and back that up with true schedule autonomy and remote flexibility - so your evenings stay…
Added 1 day ago
TC
Senior Manager, Financial Reporting and Advisory - Life Sciences
Treewalk Consulting Inc.
Remote, Canada
- $125,000 CAD / year
- Full-time
- Remote
…exception, and back that up with true schedule autonomy and remote flexibility - so your evenings stay…
Added 1 day ago
TC
Senior Manager, Financial Reporting and Advisory - Technology
Treewalk Consulting Inc.
Remote, Canada
- $125,000 CAD / year
- Full-time
- Remote
…exception, and back that up with true schedule autonomy and remote flexibility - so your evenings stay…
Added 1 day ago
KT
Account Executive – B2B Technology Solutions
KSPACE TECHNOLOGIES HQ
Remote, Canada
- $45,000 to $55,000 CAD / year
- Full-time
- Remote
Kspace Technologies | Sales & Business Development
Added 1 day ago
MC
Social Media Strategist
MM Coaching Limited
Remote, Canada
- Contract
- Remote
Strategic content leadership | Experience developing content strategies over several months, directing production and adapting the plan based on performance. You must be able to connect…
Added 1 day ago
1
Senior Field Performance Partner, AI
1Password
Remote, Canada
- Full-time
- Remote
…across US and Canada to diagnose performance gaps, build focused development plans, and use data and AI to help teams improve. Your work will help 1Password’s go-to-market organization…
Added 1 day ago
M
Director, Marketing Analytics
Marketbridge
Remote, Canada
- Full-time
- Remote
This is a remote role, required to work in EST hours.
Added 1 day ago
SR
Customer Experience Associate - Remote Work - Flexible Schedule
Spade Recruiting
Remote, Canada
- Full-time
- Remote
Opportunities for career advancement and leadership development
Added 1 day ago
W
Software Engineer, Backend
WorkWhile
Remote, Canada
- Full-time
- Remote
Collaborate closely with our leadership team and cross-functional partners to build thoughtful, impactful features that serve both workers and businesses
Added 1 day ago
IA
Senior Creative Lead / Head of Creative
inBeat Agency
Remote, Canada
- Full-time
- Remote
Creative Milkshake is a remote-first performance creative agency. We make scroll-stopping short-form ads for some of the world’s most exciting DTC brands on Meta and TikTok - high-volume,…

Puzzle Financial Inc

Outbound Sales Development Representative (SDR)

Remote, Canada

Remote

$70,000 to $110,000 CAD / year · Full-time

Apply on puzzle-financial-inc.breezy.hr About employer

Applications open in a new tab.

Job details

Pay: $70,000 to $110,000 CAD / year
Job type: Full-time
Workplace: Remote
Remote eligibility: Canada listed. Check the posting for province restrictions.
Posting language: English
Posted: Oct 13, 2026

Original job description

Title: Outbound Sales Development Representative (SDR)

Company: Puzzle Financial Inc.

Location: Canada (Remote)

Job Type: Full-time

Compensation: $80,000–$100,000 CAD OTE/Year (uncapped commission) + benefits package

About Puzzle

At Puzzle, we're not just building accounting software - we're fundamentally reimagining it. Our cutting-edge platform seamlessly integrates with modern fintech tools, offering founders and finance teams a real-time and comprehensive view of their finances like never before.

Our mission is to empower businesses with seamless financial operations, realtime insights and free accountants from bookkeeping tedium. To help us achieve our goals, we're looking for an Outbound Sales Development Representative to find the founders and companies who need Puzzle before they find us.

What We're Looking For

The best time to reach a founder about their books is right after something changes: they've just raised, hired their first employee, or hit their first tax deadline. You'll find those moments, reach out with something relevant, and turn cold prospects into qualified meetings with our Account Executives.

This role is for a creative, persistent prospector who would rather send ten well-researched messages than a thousand generic ones. You'll mainly target funded startup founders and operators. You'll also help us build relationships with accounting firms who could bring Puzzle to their clients.

You'll be measured on meetings booked and meetings attended. This is an opportunity to join a fast-growing startup, help build our outbound motion, and grow your sales career at the intersection of accounting and fintech.

What You'll Do

Prospecting & Research

Build target account lists of funded US C-Corps, pre-seed through Series A, using funding announcements, hiring signals, and other triggers
Research each account and contact so every message is relevant to what's happening at that company
Identify and prospect accounting firms that serve startups, as potential partners

Outreach

Run multi-channel sequences across email, phone, and LinkedIn
Write personalized messaging built on trigger events, such as a new raise, first payroll, or a move from cash to accrual
Test subject lines, angles, and sequences, and double down on what works

Outbound Tools & Experimentation

Test and iterate on new outbound tools presented by the team, giving clear feedback on what's working
Measure each tool's impact on reply rates and meetings booked, and recommend which to keep, change, or drop

Meetings Booked & Attended (Primary Metric)

Book qualified meetings with Account Executives and hand off clear context on each prospect
Confirm meetings and keep no-shows low with reminders and pre-call touchpoints
Track activity, reply rates, meetings booked, and attended rate weekly

Cross-Functional Collaboration

Keep HubSpot clean and current
Share what's resonating, and what isn't, with Marketing and Sales leadership
Work with AEs on account strategy for high-priority targets

Who You Are

1–3 years in an outbound SDR or BDR role, ideally in B2B SaaS, with a track record of hitting meeting targets
You’ve built outbound from zero before. You’ve chosen the tools, wired them together, and set up the domains, sequences, and reporting yourself.
Strong writer: your outreach is short, specific, and sounds like a person
Comfortable on the phone and resilient with rejection
Resourceful researcher who knows how to find signals and turn them into reasons to reach out
Curious about new sales tools and quick to adopt, test, and give feedback on them
Clear and honest about what Puzzle does and doesn't do
Organized and disciplined about activity, follow-up, and CRM hygiene
Proactive self-starter who wants to help build the playbook, not just run one

Nice-to-Haves

Experience prospecting into startup founders, finance leaders, or accounting firms
Familiarity with accounting concepts or tools (QuickBooks, Xero, or similar)
Experience at a fintech, financial SaaS, or accounting technology company
Familiarity with HubSpot, Apollo, Clay, LinkedIn Sales Navigator, and/or Gong/Fireflies

Your First 90 Days

Weeks 1–2: Learn Puzzle, our ICP, and our trigger events. Shadow AE demos and review winning sequences.
Weeks 3–4: Build your first target lists, launch sequences, and book your first meetings.
Weeks 5–8: Run outbound on your own, hit your meetings-booked target, and start testing the outbound tools the team brings to you.
Weeks 9–12: Hit your attended-meeting target and share what you've learned about which triggers, messages, and tools work best.

This role has a clear path to Account Executive.

What's in it for you?

Join Puzzle Financial at a pivotal growth stage where you'll help redefine and reimagine how companies handle their financials while building your career in a flexible, remote-first environment. You'll have the opportunity to make a significant impact, work with innovative founders, and develop valuable expertise at the intersection of modern accounting and fintech.

Here is a preview of some of the amazing benefits here at Puzzle:

Competitive compensation
100% paid employee health, dental, and vision plans
10 observed holidays and a flexible PTO policy so you can recharge
Regular company off-sites for face time with your colleagues
401K so you can save for your future
And much more

Visa Sponsorship Notice: Puzzle does not provide visa sponsorship for new hires at this time. We can only consider candidates who are legally authorized to work in the U.S. or Canada without requiring new visa sponsorship or transfer of an existing visa.

Candidates should be currently residing in the U.S. or Canada to be eligible for this position. If hired, you will be required to present proof of work authorization. This employer is a participant of the E-Verify program.

Puzzle is an equal opportunity and affirmative action employer. We welcome and encourage diversity in the workplace regardless of gender, race or color, ethnicity or national origin, age, disability, religion, sexual orientation, gender identity or expression, veteran status, or any other characteristics protected by law.

Apply on puzzle-financial-inc.breezy.hr About employer

More about this job

Responsibilities

The SDR will prospect and research funded startup founders to generate qualified meetings for Account Executives. They will manage multi-channel outreach sequences and maintain CRM data to support the company's outbound sales motion.

Requirements

Candidates must have 1–3 years of experience in an outbound SDR or BDR role, preferably within B2B SaaS. Strong writing skills, resilience, and the ability to build outbound processes from scratch are essential.

Skills

Outbound prospecting
Sales development
Lead generation
B2B SaaS
Cold outreach
CRM management
HubSpot
LinkedIn Sales Navigator
Apollo
Clay
Account research
Communication
Resilience
Sales strategy
Fintech
Accounting software

Benefits

Health insurance
Dental insurance
Vision insurance
Paid time off
401k
Company off-sites

Remote locations

Canada

Remote locations (standardized)

Canada

Visa sponsorship

Not detected in the job text

Keywords

Outbound Sales
SDR
BDR
B2B SaaS
Fintech
Accounting
HubSpot
Apollo
Clay
LinkedIn Sales Navigator
Gong
Fireflies
Lead Generation
Prospecting
Startup
C-Corps
CRM
Sales Pipeline
Cold Calling
Email Sequences
Account Executive
Financial Operations
QuickBooks
Xero
Remote-first

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Work requirements

Remote jobs in Canada