Arlo is a world-leading SaaS company on a mission to revolutionize qualified 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.

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.

Global expansion, deepening our AI capabilities, and empowering a passionate community of training professionals shaping the future of learning.

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 Head of Sales remains accountable for the overall regional number; 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.





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.

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.

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.

Take ownership of at least one defined sales process or tool, leading its implementation, adoption, and continuous improvement across the team.

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.

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.

Experience contributing to GTM strategy alongside direct sales execution.

Has led commercial conversations at C‑level - pricing, contract terms, and procurement navigation.

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.

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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📌 Senior Showroom Sales Representative (Toronto)
🏢 ARLO SOFTWARE
📍 Toronto