[All remote jobs](https://jobicy.com/jobs.md)[![Fieldguide logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/08/afa73463-221.png)](https://jobicy.com/company/fieldguide.md)[Fieldguide](https://jobicy.com/company/fieldguide.md) # SMB Account Executive, Canada Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/fieldguide.md)ShareRemote from[Canada](https://jobicy.com/job-region/canada.md)SalaryUSD 80k–83,600 / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished10 Oct 2026Apply before9 Nov 2026Listing views47Application actions2Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. Fieldguide is hiring a full-cycle SMB Account Executive to win net-new Canadian CPA, audit, advisory, and assurance firm customers for its AI Advisory & Audit Cloud. The role owns a targeted territory and complete sales process, including prospecting, discovery, solution walkthroughs, negotiation, forecasting, and close. Success requires consultative, trust-based selling, MEDDICC discipline, and the ability to manage complex multithreaded stakeholder groups. The AE will collaborate closely with Solutions, Finance, Product, Marketing, BDR, and Customer Success teams while traveling up to 30% regionally and nationally. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 4/5EasyHard ### Pace & Pressure 4/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a demanding net-new-business role involving complex sales cycles, multiple decision-makers, and a specialized audit and assurance buyer segment. The successful candidate must independently build territory strategy while consistently meeting revenue and forecasting expectations in a fast-moving startup. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianMarket rate$81,800US market range$75k–$115k0$127k AI insightThe disclosed yearly base salary range is USD 80,000 to USD 83,600, producing a midpoint of USD 81,800. Estimated US market base-pay range for an SMB SaaS Account Executive with full-cycle, net-new-logo responsibilities is approximately USD 75,000 to USD 115,000 annually; total on-target earnings may be higher when commission is included, but no commission or OTE amount is disclosed. ## Core skills Skills and capabilities most closely associated with this opportunity. [SMB sales](https://jobicy.com/jobs?search_keywords=SMB%20sales.md)[account executive](https://jobicy.com/jobs?search_keywords=account%20executive.md)[full-cycle sales](https://jobicy.com/jobs?search_keywords=full-cycle%20sales.md)[net-new logos](https://jobicy.com/jobs?search_keywords=net-new%20logos.md)[SaaS sales](https://jobicy.com/jobs?search_keywords=SaaS%20sales.md)[MEDDICC](https://jobicy.com/jobs?search_keywords=MEDDICC.md)[consultative selling](https://jobicy.com/jobs?search_keywords=consultative%20selling.md)[territory planning](https://jobicy.com/jobs?search_keywords=territory%20planning.md)[CRM forecasting](https://jobicy.com/jobs?search_keywords=CRM%20forecasting.md)[audit and advisory](https://jobicy.com/jobs?search_keywords=audit%20and%20advisory.md) Sample interview questionsHow would you build a pipeline within a new Canadian territory of SMB audit and advisory firms?I would segment the territory by firm size, service mix, growth signals, technology maturity, and potential platform fit. I would build account plans for priority firms, map likely economic buyers and end users, use relevant industry events and referrals, and run tailored multichannel outreach centered on audit efficiency, modernization, and client-service outcomes. Describe how you manage a complex, multithreaded sales process. I create a stakeholder map early that identifies the economic buyer, champion, technical evaluators, practitioners, and potential blockers. I validate each group's priorities through discovery, document mutual action plans, and maintain regular alignment so that value, evaluation criteria, timing, and decision process remain clear. How would you apply MEDDICC to a prospective CPA firm evaluating Fieldguide? I would quantify metrics such as time saved, engagement capacity, turnaround time, and workflow consistency; identify the economic buyer; understand decision criteria and process; surface pain points; develop a champion; and evaluate the competitive landscape. I would use those findings to create a business case tied to the firm's modernization objectives rather than simply presenting product features. How do you maintain accurate forecasts while pursuing ambitious revenue targets? I use defined stage-exit criteria, verify customer commitments and next steps, and distinguish early interest from validated opportunities. I keep CRM records current, inspect deal risks with stakeholders, and forecast based on evidence such as confirmed decision process, champion strength, business case, and close plan. Give an example of how you would position AI-driven workflow software to a relationship-focused, family-owned firm that is hesitant to change. I would begin by understanding the firm's legacy, client promises, and concerns about risk or disruption. Then I would position the platform as a way to preserve trusted service while reducing repetitive work, improving consistency, and giving practitioners more capacity for high-value client relationships, supported by a phased and collaborative adoption plan. Opportunity details ## About this role. About Us Fieldguide is establishing a new state of trust for global commerce and capital markets through automating and streamlining the work of assurance and audit practitioners specifically within cybersecurity, privacy, and financial audit. Put simply, we build software for the people who enable trust between businesses. We’re based in San Francisco, CA, but built as a remote-first company that enables you to do your best work. We’re backed by top investors including Growth Equity at Goldman Sachs Alternatives, Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, DNX Ventures, Global Founders Capital, Justin Kan, Elad Gil, and more. We value diversity — in backgrounds and in experiences. We need people from all backgrounds and walks of life to help build the future of audit and advisory. Fieldguide’s team is inclusive, driven, humble and supportive. We are deliberate and self-reflective about the kind of team and culture that we are building, seeking teammates that are not only strong in their own aptitudes but care deeply about supporting each other’s growth. As an early stage start-up employee, you’ll have the opportunity to build out the future of business trust. We make audit practitioners’ lives easier by bringing together up to 50% of their work and giving them better work-life balance. If you share our values and enthusiasm for building a great culture and product, you will find a home at Fieldguide. About the Role: As a full cycle SMB Account Executive, you will be responsible for selling Fieldguide’s AI Advisory & Audit Cloud solutions as we expand into new territories this coming year. Your main responsibilities will be prospecting, identifying, and converting new business development opportunities for net new SMB accounts. This role will require working closely with CPA firms in Canada, where you will navigate a complex, multithreaded sales motion. By taking a consultative, partner-oriented approach, you will guide firms as they undergo a significant technology shift in the industry—positioning Fieldguide not just as a vendor, but as a true AI partner. In the SMB space, where many firms are family-owned and deeply community-oriented, you will build authentic, trust-based relationships that respect their legacy while helping them embrace innovation. Through deep discovery and values-based selling, you will help these firms understand how Fieldguide’s platform can drive efficiency, modernization, and competitive differentiation, ultimately redefining the future of audit and advisory services. This position will report to the Senior Manager, Sales and will be remote in Canada. What You’ll Do: * Own a targeted account list of key SMB accounts, overseeing the full sales cycle from prospecting to close. * Achieve and exceed revenue targets and key sales metrics. * Build strong, trust-based relationships with key decision-makers by providing thought leadership, understanding their business needs, and aligning Fieldguide’s solutions accordingly. * Develop and implement sales strategies aligned to goals and targets by leveraging the MEDDICC sales methodology. * Collaborate cross-functionally with teams including Solutions, Finance, Product, and Marketing to ensure customer needs and expectations are met throughout the sales process. * Set strategic direction to maximize market potential within your assigned territory through effective planning and execution. * Present compelling solution walkthroughs to prospects using insights uncovered during discovery. * Own the creation, ideation, and execution of key account and territory plans. * Maintain CRM diligence, forecasting accuracy, and clear communication with internal stakeholders related to your territory. * Attend networking events and conferences to build relationships that generate new business opportunities. * Up to 30% regional and national travel. About You: * Experience as an Account Executive, with a focus on net new logos and a proven track record of exceeding quota. * Experience working for and/or selling directly to audit, advisory, or assurance firms is strongly preferred. * Strong project management skills, with the ability to coordinate stakeholders and drive large, complex deals across the finish line. * Capacity to engage deeply and broadly across an account—executives, practitioners, and technical teams—to influence stakeholders and drive meaningful change. * Able to manage complex, multithreaded 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. * Team player who collaborates effectively across internal teams (Solutions, BDRs, Finance, Product, Marketing, Customer Success, etc.). * Motivated by building sales processes in a rapidly changing startup and being part of a team-oriented selling environment, demonstrating adaptability, resourcefulness, and mentorship. More about Fieldguide: Fieldguide is a values-based company. Our values are: * Fearless – Inspire & break down seemingly impossible walls. * Fast – Launch fast with excellence, iterate to perfection. * Lovable – Deliver happiness & 11 star experiences. * Owners – Execute & run the business with ownership. * Win-win – Create mutual value & earn trust for life. * Inclusive – Scale the best ideas with inclusive teams. Some of our benefits include: * Competitive compensation packages with meaningful ownership * Flexible PTO * Wellness benefits starting on your first day * Technology & Work from Home reimbursement * Flexible work schedules Show more [Apply now >](https://jobicy.com/jobs/154969-smb-account-executive-canada.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. 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