Senior Sales Executive

Arlo Software Limited; Toronto; On-site; CAD 120,000 - 180,000; Full time

Job summary

Arlo Software Limited in North America seeks a Senior Sales Executive to own the region’s largest quota, close enterprise deals, and shape the local go-to-market strategy. You will lead complex, multi‑stakeholder opportunities, maintain a robust outbound pipeline, and partner with Marketing and Product to align GTM plans with buyer needs.

The Head of Sales remains accountable for regional results, while you provide the senior commercial leadership on high‑value opportunities and executive

Qualifications

• Proven track record of closing enterprise or complex deals.
• Experience building outbound motions and GTM strategy.
• Experience communicating with C-level executives on pricing and terms.
• Strong analytical use of pipeline data to drive decisions.

Responsibilities

• Achieve quarterly MRR targets.
• Close enterprise deals and multi-stakeholder opportunities, including RFPs.
• Maintain a strong North America outbound pipeline and align with regional strategy.
• Represent Arlo at major North American industry events.

Skills

Enterprise sales

B2B SaaS

Complex deals

Outbound GTM

Executive communication

Education

Degree preferred

Tools

CRM (Salesforce)

Job description

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:

• 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.
• 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.
• 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.
• 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.
• 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.