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Added 1 day ago
PC
Staff Product Engineer
Priority Commerce
Waterloo, ON
- $116,000 to $157,000 CAD / year
- Full-time
…unified approach allows businesses to streamline financial operations, reduce unnecessary costs, and uncover new revenue…
Added 1 day ago
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Marketing Events Manager
Behavox
Montreal, QC
- Full-time
…AI-native technology stack, delivered as a globally scalable SaaS-based cloud…
Added 1 day ago
B
Marketing Events Manager
Behavox
Toronto, ON
- Full-time
…AI-native technology stack, delivered as a globally scalable SaaS-based cloud…
Added 2 days ago
Marketing Events Manager
Behavox
Toronto, ON
…AI-native technology stack, delivered as a globally scalable SaaS-based cloud…
Added 2 days ago
Marketing Events Manager
Behavox
Montreal, QC
…AI-native technology stack, delivered as a globally scalable SaaS-based cloud…
Added 2 days ago
A
Manager of Strategic Customer Success
Ashby
Canada
- Full-time
Hi, I’m Loren, the Head of Strategic Customer Success here at Ashby. My team is dedicated to building deep, consultative partnerships within the Enterprise space. One of our operating…
Added 2 days ago
A
Mid-Market Customer Success Manager - Americas
Ashby
Canada
- Full-time
Hi, I’m Denise, and I’m the Head of High-Touch (Mid-Market) Customer Success at Ashby. Our team is passionate about shaping and scaling an exceptional customer experience for our high-touch…
Added 2 days ago
Senior Manager, Product Management, Business Unsecured Lending - Tangerine
Scotiabank
ON · Toronto, ON
…innovation, agility, and bold thinking, tackling every challenge head-on with leading technology and the unstoppable power of…
Added 2 days ago
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Senior Manager, Product Management, Business Unsecured Lending - Tangerine
Tangerine
Toronto, ON
- Full-time
…innovation, agility, and bold thinking, tackling every challenge head-on with leading technology and the unstoppable power of…
Added 2 days ago
Expert Product Manager – Netwrix Auditor
Netwrix Corporation
Canada
…company's portfolio, and its migration to a true multi-tenant SaaS…
Added 3 days ago
A
Demo Engineer
Ashby
Canada
- Full-time
…You’ll sit within Solutions Engineering, reporting to the Global Head of Solutions Engineering, and partner closely with Internal Platform and Product…
Added 3 days ago
C
Delivery manager
Croesus
Montreal, QC · Laval, QC
- Full-time
Coordinate dependencies among the Product, Development, Quality, Support, and Operations teams, as well as external partners.
Added 3 days ago
C
Data Engineering Expert
Croesus
Montreal, QC · Laval, QC
- Full-time
Operations, Observability & Support: Implement automated pipeline orchestration, monitoring, and alerting, and actively investigate and resolve production incidents.
Added 3 days ago
JC
Payments Manager - Canada
Jonas Club Software
Markham, ON · Canada - Markham - Ontario
- Full-time
…and continuous improvement. It is engineered for hospitality operations, complies with SOC 2 and PCI requirements, and supports extensibility through APIs and partner integrations. Our…
Added 3 days ago
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CRO
Braindate
Montreal, QC
- Full-time
8+ years of experience in B2B sales and revenue roles, including experience in senior leadership (VP Sales, Head of Revenue, CRO, or equivalent)
Added 4 days ago
DI
Integration Services Architect
dcbel Inc
Montreal, QC
- Full-time
Own the design, governance and continuous evolution of dcbel’s Integration Services landscape, supporting both current operations and future scale.
Added 5 days ago
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Gestionnaire marketing produit / Product Marketing Manager
Genetec
Montreal, QC
- Full-time
Au sein de l'équipe Vidéo et Opérations unifiées, vous dirigerez la planification de la mise sur le marché des nouveaux produits, des mises à jour et des offres stratégiques couvrant…
Added 5 days ago
Dayforce Functional Specialist
Dayforce
Canada
Work closely with the SVP of Customer Operations and the Customer Operations leadership team to turn priorities into coordinated action. You will support organization-wide deliverables,…
Added 5 days ago
R
Head of Customer Success
Rockstar
Remote, Canada
- Remote
Rockstar is recruiting for the world’s leading enterprise parking SaaS platform, trusted by global innovators including Google, OpenAI, Netflix, Riot Games, Uber, Novartis, and more. The…
Added 6 days ago
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Operations Coordinator
Vretta
Toronto, ON
- Full-time
Track and report key performance indicators (KPIs) and operational performance data to monitor continuous stability and provide actionable insights to the Head of Operations.
Added 6 days ago
D
Forward Deployed Engineer - Akai
Deel
Canada
- Full-time
…enterprises and mid-market companies - to understand how their operations really work, design agents that solve their most painful workflows, get those agents live, and drive adoption after…
Added 7 days ago
Account Development Representative II
Samsara
Toronto, ON
…point for an individual looking for a successful career in SaaS sales. In this role, you will be at the front of Samsara’s go-to-market strategy. This includes hunting for leads, mapping…
Added 7 days ago
C
Data Engineering Expert
Croesus
Laval, QC
- Full-time
Operations, Observability & Support: Implement automated pipeline orchestration, monitoring, and alerting, and actively investigate and resolve production incidents.
Added 7 days ago
C
Data Engineering Expert
Croesus
Montreal, QC
- Full-time
Operations, Observability & Support: Implement automated pipeline orchestration, monitoring, and alerting, and actively investigate and resolve production incidents.
Added 8 days ago
PG
Senior Sales Executive
Pro-Skills Group of Companies (Pty) Ltd
Toronto, ON
- Full-time
Arlo is a world-leading SaaS company on a mission to revolutionize professional training. With customers in over 70 countries, over 7.5M people trained, and $3B in course transactions, Arlo…

Arlo Training Management Software

Senior Sales Executive

Toronto, ON, Canada

Full-time

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Job details

Job type: Full-time
Apply by: Nov 15, 2026
Posting language: English
Posted: Oct 16, 2026

Original job description

A Bit About Us

Arlo is a world-leading SaaS company on a mission to revolutionize professional training. With customers in over 70 countries, over 7.5M people trained, and $3B in course transactions, Arlo is loved by thousands of trainers and millions of learners worldwide. Arlo’s all-in-one training management platform handles everything from course creation and scheduling to delivery and operations.

We believe human connection is at the heart of great learning. By blending that philosophy with the latest in AI and e-learning technology, Arlo helps training providers save time, grow revenue, and deliver exceptional learning at scale.

Here, you’ll find a supportive team that trusts you to make an impact, gives you the freedom to grow, and the space to do your best work. We value clarity, ownership, and curiosity, and we’re not afraid to challenge ideas to reach the best outcome. We work hard, move fast, and celebrate wins together.

This role is a key part of Arlo’s next phase of growth. Global expansion, deepening our AI capabilities, and empowering a passionate community of training professionals shaping the future of learning.

What you’ll do

As Senior Sales Executive, you carry the largest individual quota on the North America team and operate at a different level of deal complexity, strategic input, and market ownership. You personally close enterprise deals, help shape the regional go-to-market strategy, and drive the outbound motion that supports it.

North America is Arlo’s most significant growth opportunity, and this role won’t inherit a built machine - you’ll help build it. That calls for someone comfortable with both the discipline of execution and the ambiguity of a market that’s still taking shape.

The role doesn’t carry direct reports. It carries a bigger mandate and a harder set of deals instead. The Head of Sales remains accountable for the overall regional number; this role is accountable for the largest individual contribution to it.

Responsibilities

You will be responsible for:

Personal Quota & Sales Execution

Achieve your individual MRR target each quarter
Close new business across the full deal range, with a specific mandate to close deals above $1,500 MRR (NZD) that require complex commercial selling.
Maintain a personal pipeline that provides sustainable quarterly and annual coverage, at minimum 2× quota in qualified open deals at all times.
Provide accurate monthly and quarterly forecasts and pipeline reporting to the Head of Sales.

GTM Strategy & Market Input

Help translate the global sales strategy into a North America execution plan, covering target segments, outreach channels, messaging priorities.
Develop and maintain a point of view on segment prioritisation for North America - which verticals, deal sizes, and use cases to focus on, and why - informed by your direct market experience.
Provide ongoing intelligence to the Head of Sales on competitive dynamics, buyer behaviour, and market conditions affecting the regional strategy.
Partner with the Head of Marketing and Head of Product on GTM alignment, contributing to joint planning as a senior voice from the field.
Represent the voice of the North American buyer internally, sharing how prospects actually evaluate, object, and decide in this market.

Enterprise & Large Deal Leadership

Personally lead and close complex, multi-stakeholder deals, including RFPs, enterprise contracts, and opportunities with extended evaluation cycles.
Serve as the senior commercial lead on the region’s highest-value opportunities, setting the approach, managing stakeholders, and driving to close.
Build and maintain direct relationships with senior decision-makers (C-level and VP-level) at target accounts.
Identify accounts with significant expansion potential and build a structured long-term engagement plans.
Feed market and customer signals back to Product, surfacing patterns from buyer conversations, objections, and loss reasons that should inform product direction.
Represent Arlo at major North American industry events.

Outbound Motion Ownership

Adapt and execute the global outbound process within North America, tailoring approach, messaging, and sequencing to fit local procurement practice and buyer behaviour.
Align with the SDR on outbound priorities and sequencing quality.
Drive a measurable increase in outbound-sourced pipeline as a proportion of your own total pipeline.
Develop a partner and referral channel in North America that supplements direct outbound and inbound activity.

Process & Tool Ownership

Take ownership of at least one defined sales process or tool, leading its implementation, adoption, and continuous improvement across the team.
Document your process area well enough that it can be handed over or replicated.
Contribute to sales process and tooling improvement beyond your own area, escalating friction points with recommendations.
Maintain CRM accuracy as standard - pipeline stage, MRR estimates, close dates, and activity logs.
Provide mentorship to other sales team members on enterprise deal management and commercial negotiation.

Experience & Capabilities

Experience

Prior experience in a senior individual contributor or sales leadership role in B2B SaaS - has operated above the level of a standard quota-carrying AE.
Demonstrated track record of closing enterprise or complex deals: multi-stakeholder, extended evaluation cycles, deals equivalent to $1,500+ MRR (NZD).
Proven ability to build or contribute meaningfully to an outbound motion.
Experience contributing to GTM strategy alongside direct sales execution.
Has led commercial conversations at C-level - pricing, contract terms, and procurement navigation.

Skills & Qualifications

Strong commercial acumen - can structure, negotiate, and close complex agreements.
Excellent communication and presentation skills at executive level.
Analytical capability - can translate pipeline data and market trends into actionable insight.
Degree qualification preferred but not essential.

Capabilities

Comfortable in a scale-up environment where change is constant and innovation and collaboration are essential.
Moves fluidly between deal-level execution and market-level strategy without losing rigour in either.
Comfortable with ambiguity, and able to set a direction in a market that doesn’t yet have a complete playbook.
Builds credibility quickly with senior buyers.
Challenges assumptions in how the market is approached, how deals are run, and how the team operates.
Reads data and acts on it, using pipeline and performance metrics to drive decisions rather than just report on them.

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More about this job

Responsibilities

Own the largest individual sales quota on the North America team, building pipeline and closing complex enterprise deals while maintaining accurate forecasts and CRM records. Help shape regional go-to-market and outbound strategy, develop senior buyer and partner relationships, improve sales processes, and share market insights with internal teams.

Requirements

Candidates should have senior-level B2B SaaS sales experience, a strong record of closing complex enterprise deals, and experience contributing to outbound sales and go-to-market strategy. They should be skilled in executive-level commercial negotiations, analytical pipeline management, and operating effectively in a fast-changing scale-up environment; a degree is preferred but not essential.

Skills

Enterprise Sales
B2B SaaS Sales
Complex Deal Negotiation
Outbound Sales
Go-to-Market Strategy
Pipeline Management
Sales Forecasting
Executive Communication
Commercial Acumen
Contract Negotiation
Procurement Navigation
Market Analysis
Partner Development
Sales Process Improvement
Mentorship

Visa sponsorship

Not detected in the job text

Keywords

B2B SaaS
Enterprise Sales
Monthly Recurring Revenue
Sales Quota
Pipeline Coverage
Sales Forecasting
Go-to-Market Strategy
North America
Outbound Sales
Lead Generation
RFPs
Enterprise Contracts
Multi-Stakeholder Deals
C-Level Buyers
Procurement
Commercial Negotiation
Partner Channels
Referral Channels
Sales Process
Sales Tools
Pipeline Analytics
Market Intelligence
Competitive Analysis
Training Management Software
E-Learning
Artificial Intelligence

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