
Remote opportunity at
FieldguideSMB Account Executive, Canada
Fieldguide builds tools that simplify daily work for assurance and audit teams across cybersecurity, privacy and financial audit. The company is remote-first and headquartered in San…
Career Tools
About This Role
Fieldguide builds tools that simplify daily work for assurance and audit teams across cybersecurity, privacy and financial audit. The company is remote-first and headquartered in San Francisco. Expanding into new markets, it wants a full-cycle sales professional for small and mid-sized accounts to sell its AI Advisory and Audit Cloud platform to Canadian CPA firms. The role is remote within Canada and reports to the Senior Manager, Sales. The account…
Job Description
Fieldguide builds tools that simplify daily work for assurance and audit teams across cybersecurity, privacy and financial audit. The company is remote-first and headquartered in San Francisco. Expanding into new markets, it wants a full-cycle sales professional for small and mid-sized accounts to sell its AI Advisory and Audit Cloud platform to Canadian CPA firms. The role is remote within Canada and reports to the Senior Manager, Sales.
The account executive manages a target list of small and mid-sized business accounts and takes each deal from first outreach to signature. Success depends on consultative, trust-based relationships with decision-makers at family-run, community-focused firms, helping them through a major technology shift and presenting Fieldguide as an AI partner rather than a simple vendor. Daily work covers discovery, solution walkthroughs, account and territory planning using MEDDICC, accurate CRM records and forecasts, and coordination with Solutions, Finance, Product, Marketing and Customer Success. Travel of up to 30 percent, regional and national, is included, along with conferences and networking events.
Required background includes a closer role with a new-logo focus and a consistent quota record. Prior selling to audit or advisory shops is highly valued. The candidate should manage large, complex, multi-stakeholder deals, engage everyone from executives to practitioners, and handle the entire sales cycle independently. A collaborative, adaptable approach suited to a fast-changing startup is important. Benefits include pay packages with a real stake in the company, flexible PTO, wellness support from the first day, technology and home-office reimbursement, and flexible schedules.
Responsibilities
- Own a target list of key SMB accounts and manage the full sales cycle
- Meet and exceed revenue and sales metrics
- Build trust with decision-makers by understanding their goals and matching solutions
- Use MEDDICC to shape the sales strategy
- Work across Solutions, Finance, Product and Marketing so customer needs are covered
- Set territory direction and maximize opportunity
- Give solution walkthroughs built on discovery insights
- Build account and territory plans
- Keep CRM records, forecasts and internal updates accurate
- Go to networking events and conferences to generate new business
- Travel up to 30 percent regionally and nationally
Requirements
- Account Executive experience focused on net-new logos, with a record of exceeding quota
- Strong project management for large, complex deals
- Ability to engage executives, practitioners and technical teams
- Experience running multithreaded sales processes
- Experience handling the full cycle from prospecting to close
- Strong team player who works well with other departments
- Drive to build sales processes in a fast-changing startup
Qualifications
- Selling to or working for audit, advisory or assurance firms (strongly preferred)
- Mentoring and resourcefulness in a collaborative sales team
Core Skills
Benefits
- Pay packages with a real stake in the company
- Flexible PTO
- Wellness benefits starting on day one
- Technology and work-from-home reimbursement
- Flexible work schedules
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Is this SMB Account Executive role remote?
Yes. The posting says the role is remote within Canada and reports to the Senior Manager, Sales.
What kind of sales experience is needed?
The posting asks for experience as an Account Executive focused on net-new logos, with a record of exceeding quota and experience running a full sales cycle.
How much travel is involved?
The role involves up to 30 percent regional and national travel.
Does the posting list a salary?
No. The posting does not state a salary or pay range in the text provided.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.


