Account Executive, Canada (Ottawa/Toronto)

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

Job summary

Lookout Inc. in Toronto is seeking a senior enterprise sales leader to drive a federal government portfolio across Canada. You will target top accounts, build executive-level relationships, and close high-impact opportunities with channel partners.

The role requires 8+ years selling enterprise security to the Canadian Federal sector, strong closing skills, and willingness to travel between Ottawa and Toronto. Competitive compensation is offered.

Qualifications

• 8+ years of experience selling enterprise security products and services to the federal market.
• Proven track record selling to the Canadian Federal Government with a high-touch model.
• Strong relationships with decision-makers across the Canadian Federal sector.
• Experience developing sales strategies, proposals and quotes, and presenting software products.
• Excellent communication and negotiation skills; ability to work in matrixed environments.
• Willingness to travel and hold a valid driver's license.

Responsibilities

• Collaborate across cross-functional teams to drive territory success.
• Identify, engage, close and grow top accounts in Ottawa and Toronto.
• Drive cross-sell growth within existing accounts and manage pipeline.
• Develop relationships with key decision-makers and influencers in federal accounts.
• Provide accurate forecasts and deliver compelling presentations to management.

Skills

Enterprise security sales

Canadian Federal market

Sales leadership

Partner collaboration

Forecasting

Proposals & quotes

Relationship building

Closing deals

Job description

Toronto, ON

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 .

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