SMB Account Executive, Canada

LemClosers; San Francisco (CA); Hybrid; USD 64,000 - 99,000; Full time

Benefits offered by this job

Equity/Stock Options

Remote friendly

Location flexibility

Job summary

Fieldguide is a remote-first company based in San Francisco, CA, expanding into Canada with an SMB Account Executive role. You will own the full sales cycle, prospecting and closing opportunities for our AI Advisory & Audit Cloud solutions with CPA firms in Canada.

You’ll work in a high-velocity, multi-threaded environment, building trusted relationships and driving revenue growth while leveraging a remote-friendly setup.

Qualifications

• Bachelor's degree required.
• Prospecting and pipeline development experience preferred.
• Strong communication and presentation skills.
• Ability to build business cases and respond to RFPs.

Responsibilities

• Sell Fieldguide’s AI Advisory & Audit Cloud to SMB accounts.
• Prospect, identify and convert new business opportunities.
• Collaborate with CPA firms in Canada in a multi-threaded sales motion.
• Maintain forecast accuracy and manage sales pipeline.

Job description

# SMB Account Executive, CanadaFieldguideRemoteSaaSHybridSee your match scorePosted TodayWork TypeOn-siteVerticalSaaSSourcejobscollider## About this role#### About UsFieldguide 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 mainresponsibilities 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 firm### Selling MotionSales CycleSMB / TransactionalUnder 1 month, high-velocity closingProspectingChannel / PartnerSell through partners, resellers, or alliancesBuyer PersonaIndividual / End-UserBottom-up adoption, user-level sellingTerritoryGreenfieldBuild territory from scratch — net-new logos### Requirements at a GlanceBachelor's Degree·RequiredProspecting·Required skill### Typical Day — Account ExecutiveStakeholder meetings3–5/weekExecutive presentations2–3/weekBusiness cases & RFPs1–2/weekForecast & pipeline2×/weekChampion coachingDailyEstimates based on role type and selling motion — actual may vary by company.### Role SignalsGreen Flags✓Equity/Stock OptionsOwnership stake offered✓Remote FriendlyLocation flexibility### SaaS — Interview IntelTypical Sales Cycle30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)Common Buyer Objections* \"We're locked into a contract with [competitor]\"* \"We built something in-house already\"* \"We don't have budget until next quarter\"* \"Our team won't adopt another tool\"Key Industry MetricsARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic NumberHot Topics to Reference* • AI-native product disruption* • PLG vs sales-led motion debate* • Vertical SaaS consolidation* • Usage-based pricing modelsUse these insights to speak the buyer's language in interviews.## Tagssales—Walk me through your discovery process.Template question—How do you handle a prospect who goes silent mid-deal?Template question—Tell me about your largest closed deal and the sales cycle.Template question—How do you build business cases for stakeholders?Template question—Describe a deal you lost and what you learned.Template questionRole InsightsAs an Account Executive with Fieldguide, you'll own the entire revenue pipeline and be measured on quota attainment.Expect to work with recurring revenue models where customer retention is as important as acquisition.