Account Executive, Canada (Ottawa/Toronto)

Lookout Inc; Ottawa; On-site; CAD 140,000 - 185,000; Full time

Benefits offered by this job

Equity

Base + Commission

Benefits

Job summary

Lookout Inc. is seeking an Account Executive for its Enterprise Sales team in Ottawa or Toronto. You will source and grow with large enterprise customers, with a primary focus on the Canadian Federal Government, collaborating with Sales Engineering, Marketing and partners.

The role demands a proven track record in high-touch federal sales, strategic account management, and strong relationship-building skills, with travel as needed.

Qualifications

• 8+ years of experience selling enterprise security products and services to large accounts (federal focus preferred).
• Proven track record of selling to the Canadian Federal sector using a high-touch model.
• Established relationships with key decision-makers in federal agencies.

Responsibilities

• Identify, engage, and close top accounts in Ottawa/Toronto and grow cross-sell with partners.
• Manage sales pipeline, forecast accurately, and deliver presentations to executives.
• Collaborate with Sales Engineering, Marketing, and partners to drive territory success.

Skills

Enterprise sales

Federal government sales

Relationship building

Negotiation

Communication

Tools

Salesforce

CRM software

Job description

Please note that this role is only open to those based in Ottawa or Toronto, Ontario.
Candidates must have experience selling to the Canadian Federal Government.

Lookout, Inc. is the leader in mobile AI security, delivering continuous threat exposure management for the modern, mobile-driven enterprise. Built on over 15 years of specialized expertise and informed by a global dataset analyzing hundreds of millions of mobile devices and applications, Lookout protects organizations against both behavioral and structural mobile risk. Through its unified platform, featuring AI Visibility & Governance and the Mobile Software Exposure Center (MSEC), Lookout secures both sides of the mobile AI equation: governing user-to-AI interactions to prevent outbound data leakage while illuminating the mobile software supply chain to neutralize inbound, machine-speed vulnerabilities. By seamlessly feeding real-time mobile telemetry into broader enterprise CTEM and SOC workflows, Lookout closes the mobile exposure blind spot, enabling organizations to reduce risk and operate with confidence. To learn more, visit www.lookout.com and follow Lookout on LinkedIn and X .

Lookout is looking for a talented and experienced Account Executive to join our Enterprise Sales team. The Account Executive will be responsible for sourcing and growing our business with large enterprise customers as well as the Canadian Federal Government. This role will be based out of Ottawa or Toronto, Ontario. We expect this person to be a critical member of the team, working hand-in-hand with Sales Engineering, Marketing and Lookout's partners.

Responsibilities:

• Collaborate across cross-functional teams, building a virtual team to drive territory success.
• Focus on identifying, engaging, closing and growing the top accounts in your territory in close collaboration with channel partners.
• Consistently build new opportunities while serving and developing cross sell growth within existing accounts.
• Demonstrate strong relationship development and management skills to identify key decision-makers and influencers
• Manage sales pipeline, opportunity tracking, quota attainment, and presentations across short-, mid-, and long-term horizons
• Provide accurate and timely forecasts to sales management

Requirements:

• 8+ years of experience selling enterprise security products and services; experience with mobile software, SaaS, or Lookout-aligned security technologies is highly preferred.
• Proven track record of driving sales within the Canadian Federal sector using a high-touch sales model and collaborating effectively with partners in the cybersecurity and/or aligned security industry
• High degree of proficiency of the Canadian Federal Market and comprehension of industry trends, client needs and business drivers
• Established relationships with key decision-makers across the Canadian Federal sector, with a proven track record of cultivating and expanding executive-level networks.
• Mastery of and ability to cultivate existing and new relationships
• Experience developing sales strategies, preparing proposals and quotes and presenting software products
• Broad-based technological awareness in the telecommunications or security industry, complemented by knowledge of mobile software concepts, with specific skills in the area of enterprise mobile security
• Excellent communication skills, both written and oral
• Strong presenter and closer with the ability to demonstrate the necessary skills to negotiate issues with peers, partners and customers using a win/win philosophy
• Creative innovator who is a proactive team player, with a proven track record working in matrixed environments
• Excellent business acumen
• Excellent relationship building and consultative skills
• Ability to prioritize in a dynamic, changing environment
• Ability to Travel
• Valid Driver's License required

This job posting is for an existing vacancy.

The Canadian salary range for this full-time position is available below. We offer base + commission + equity + benefits. The range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the position across all Canadian locations. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Please note that the compensation details listed in Canadian role postings reflect the on-target earnings (OTE) and does not include equity or benefits.

$140,000 - $185,000 CAD