Strategic Account Executive, Canada

Fieldguide Inc.

Job Overview

Location

Remote (Canada)

Job Type

Full-time

Full Job Description

📋 Description

• Drive strategy: Orchestrate account strategy across the region, landing international clients and ensuring alignment toward shared revenue goals.
• Own strategic accounts: Manage a targeted list of Canadian firms, overseeing the full sales cycle from prospecting to close.
• Drive revenue growth: Consistently achieve and exceed revenue targets and sales metrics across your global portfolio.
• Executive-level stakeholders: Manage, prepare, and partner effectively with senior executives, both external and internal.
• Market knowledge: Deep experience and knowledge of the Canadian market, including its business culture, buying dynamics, and competitive landscape
• Own complex project management: Coordinate stakeholders and deliverables across global accounts to advance large-scale opportunities.
• Build executive trust: Establish yourself as a trusted advisor with global decision-makers, aligning Fieldguide’s solutions to business needs and strategic objectives.
• Lead compelling engagements: Deliver executive-level presentations and solution walkthroughs that resonate across diverse stakeholders.
• Coordinate cross-functionally: Partner with Solutions, Finance, Product, and Marketing teams to deliver globally consistent yet locally relevant customer outcomes.
• Develop playbooks: Capture learnings and best practices to continuously refine Fieldguide’s enterprise and global sales processes.
• Represent Fieldguide globally: Attend key industry conferences and networking events to strengthen our global presence and open new opportunities.
• Travel up to 30% expected.

🎯 Requirements

• 10+ years of sales experience as an Account Executive, with a focus on net new logos and account management with a proven track record exceeding quota and selling complex software solutions to key strategic accounts.
• Prior experience working for and/or selling directly to audit/advisory/assurance firms
• Strong executive presence and experience successfully selling to executives at large enterprise customers.
• Global strategist: Skilled at orchestrating multi-regional sales efforts, balancing global strategy with local execution.
• Able to manage complex, multi-threaded, highly technical sales processes involving customer stakeholders from executives to day-to-day product users.
• Experience independently managing a complete sales cycle from prospecting to negotiation to close and coordinating the movement of multiple AE’s
• Team player who collaborates effectively across internal teams (Solutions, Finance, Product, Marketing, etc.)
• Motivated by building sales processes in a rapidly changing startup and being part of a team-oriented selling environment.

🏖️ Benefits

• Competitive compensation packages with meaningful ownership
• Flexible PTO
• 401k
• Wellness benefits starting on your first day
• Technology & Work from Home reimbursement
• Flexible work schedules

Skills & Technologies

Remote

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Fieldguide Inc.

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About Fieldguide Inc.

Fieldguide builds AI workflow automation software for advisory and assurance firms, combining generative AI, large language models and no-code orchestration to digitize risk assessments, evidence collection, report writing and continuous monitoring across SOC 2, PCI-DSS, HIPAA, HITRUST, ISO 27001 and other compliance frameworks. The cloud platform unifies client portals, project management, collaboration and analytics so CPA, cybersecurity and risk-consulting teams can reduce manual tasks, accelerate audits and scale advisory services while maintaining security and quality standards for mid-market to enterprise clients.

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