SMB Account Executive (Canada)

• 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
• 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

Benefits

• Health
• Dental
• PTO- Experience as an Account Executive, with a focus on net new logos and a proven track record of exceeding quota
• Able to manage complex, multithreaded sales processes involving customer stakeholders from executives to day-to-day product users
• Experience working for and/or selling directly to audit, advisory, or assurance firms is strongly preferred
• Capacity to engage deeply and broadly across an account—executives, practitioners, and technical teams—to influence stakeholders and drive meaningful change
• Strong project management skills, with the ability to coordinate stakeholders and drive large, complex deals across the finish line
• 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
• Experience independently managing a complete sales cycle from prospecting to negotiation to close