Founding Account Executive - AI-Powered Intake & Customer-Journey Automation

As a Founding Account Executive, you will sell an AI-powered intake and customer journey automation platform — operating across voice, SMS, and email — to U.S. plaintiff law firms and adjacent markets including insurance and banking. You will be selling to VP/Director-level operations leaders and firm owners at companies processing 2,000–3,000+ inbound inquiries per month. This role is 75% new business development in Year 1. All leads are self-sourced — minimal warm leads or lists are supplied. You will run the full sales cycle from prospecting through close, working directly alongside the CEO. This is a newly created position reporting directly to the CEO & Co-Founder. The base salary is $80,000–$100,000 CAD, plus commission.

COMPENSATION & BENEFITS

• Base salary: $80,000–$100,000 CAD (based on experience and prior performance)
• Year 1 OTE: $160,000–$190,000 CAD
• Year 2 OTE: $180,000–$200,000 CAD
• Commission is uncapped
• Stock options
• Health benefit allowance
• Laptop provided
• 10 vacation days / 5 sick days / 2 personal days per year
• Fully remote / work-from-home
• Career advancement — sales leadership runway within 2 years as the team grows

THE COMPANY & CULTURE

Our client was founded in approximately 2024 and is a venture-backed startup currently in a high-growth phase, with 100–200% year-over-year revenue growth and $5.2M raised as of September 2025. The company has 10 employees and operates fully remotely, headquartered in Vancouver, BC. Their platform manages complex, high-stakes customer journeys autonomously — across voice, SMS, and email — for organizations that need to qualify, follow up with, and convert high volumes of inbound inquiries. With over 260,000 intake cases processed and approximately 95% resolved without human involvement, the platform is replacing traditional human-powered intake and contact-centre work. Customers include Lawfty, McCready Law, and Consumer Protection Law Group.

The culture is fast-paced, fully remote, and built around an “Olympian” mindset — best-in-class individual and team performance. There is a strong emphasis on ownership, integrity, continuous improvement, and self-direction. Leadership operates as a player-coach. Ambiguity is normal and comfort with it is expected.

OFFICE LOCATION & SALES TERRITORY

• Head office: Vancouver, BC, Canada
• Work arrangement: Fully remote — no office attendance required
• Sales territory: United States — nationwide
• Hours: Monday–Friday, 40 hours per week. No regularly scheduled evening or weekend calls
• Overnight travel: Occasional — primarily trade shows and select customer meetings. Less than 10% of working time

EXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS

• 2–5 years of B2B sales experience in a true 360° / full-cycle role — prospecting through close
• Minimum 1–2 years selling SaaS — required, not preferred. Do not apply without this
• Strong preference for experience selling AI or agentic solutions (e.g., Sierra, Decagon, Parloa, Cognigy, Forethought, Retell AI)
• Demonstrated top-tier performance: President’s Club, top 10–20% of reps, or consistent quota over-achievement
• Experience selling to senior leadership and C-suite at small-to-mid-market companies (50–1,000 employees)
• Experience selling a non-branded or category-defining product is a strong asset
• Post-secondary diploma minimum

TECHNICAL SKILLS

• Online demos: Expert — polished product demo delivery is a core part of this role
• CRM: Any modern CRM background transfers (client uses Day AI)
• PowerPoint: Intermediate
• Excel / Word / Google Drive: Basic

THE PRODUCT / SERVICE / SOLUTION

• AI-powered intake and customer journey automation platform (voice, SMS, email)
• Autonomous lead qualification, documentation collection, and persistent multi-channel follow-up
• Proprietary Voice AI (Voco) — handles real, multi-turn conversations
• Cognitive Decision Engine combining deterministic logic with AI reasoning
• End-to-end automation across phone, SMS, email, and web — not a point solution
• Outcomes-based pricing model

PROSPECTIVE CUSTOMERS / INDUSTRY FOCUS / DECISION MAKER(S)

• Primary: U.S. plaintiff law firms — personal injury, employment law, lemon law, mass tort
• Expanding: Insurance (underwriting workflows) and banking/lending (consumer intake)
• Target firm size: Companies signing 50–500+ new clients per month and generating 2,000–3,000+ inbound inquiries monthly
• Target company size: 20–999 employees
• Decision-makers: VP/Director-level operations leaders, firm owners, C-suite
• Typically 2 influencers per deal

SALES CYCLE / ORDER VALUE / ACCOUNT SIZE

• Average sales cycle: 1–3 months
• Average calls to close: 6–8
• Minimum contract value: approximately $36,000/year ($3,000/month)
• Fully deployed accounts: up to $300,000/year
• Large customers: $300,000–$500,000 annually
• Implementation ramp: 9–10 months to full revenue potential

COMPETITIVE ADVANTAGES

• 260,000+ intake cases processed with ~95% fully resolved without human involvement
• Conversion lift from ~8% to ~29%; signed-case volume roughly doubles for customers
• Cognitive Decision Engine: combines deterministic logic with AI — handles complexity competitors cannot
• End-to-end automation: owns the full customer journey across all channels
• Proprietary Voice AI handles real, multi-turn conversations — not basic IVR
• Outcomes-based pricing: pay per signed case — aligned incentives and lower adoption risk
• Scales without headcount: handles 3–5x more volume without linear hiring
• Deep implementation services: dedicated onboarding, 4-week typical implementation

TYPICAL DAY & DUTIES

• 75% New Business Development (Year 1)
• 25% Administrative Duties & Pipeline Hygiene (Year 1)

On a typical day you will be prospecting and building your own pipeline from scratch, running outbound outreach via phone, email, and LinkedIn, conducting discovery calls and online product demos, managing your pipeline in Day AI CRM, and working closely with the CEO on active deals. There are no SDR resources and no inbound leads provided. In Year 2, the split shifts to 50% new business and 25% account management as you take on expansion responsibility for existing clients.

LEADS

• 100% self-sourced — no warm leads, no lists, no inbound provided
• The AE builds and maintains their entire pipeline independently from day one
• Referral pipeline from existing customers will develop over time as the AE earns trust with distribution accounts — but this is earned, not provided

OVERNIGHT TRAVEL

Less than 10% — occasional travel for trade shows and select customer meetings. No regular field visits required. U.S. trips are expected but not monthly.

SUPPORT & TRAINING

• Training: Semi-structured, self-directed, job shadowing, and mentoring — duration 3–6 months
• Product / technical training: 3–4 weeks (semi-structured and self-directed)
• Expected time to active selling: approximately 3–4 weeks from start date
• All training conducted remotely — no office attendance required
• CEO provides hands-on, player-coach style coaching and will step into deals mid-cycle

WHY YOU SHOULD APPLY

• Ground-floor opportunity: first-ever sales hire at a VC-backed AI company with direct CEO access and the ability to build the sales function from scratch
• Become AI-native: develop deep expertise in agentic AI sales — one of the fastest-growing and most differentiated skill sets in the market
• Strong earning potential: OTE of $160,000–$190,000 CAD in Year 1, plus stock options — rare upside for an early AE hire at a funded startup
• Fully remote and autonomous: 100% WFH with high ownership — ideal for self-directed AEs who excel without hand-holding
• Proven outcomes: 260,000+ intake cases processed, 95% resolved autonomously — you are selling a product with demonstrated results, not a concept
• Player-coach CEO: Brings 15+ years of SaaS sales leadership and actively coaches — mid-cycle deal support provided
• Sales leadership runway within 2 years as the team grows around this hire

Equal Opportunity Employer

Just Sales Jobs and our clients are equal opportunity employers. We do not discriminate. All candidates are evaluated solely on performance merit and organizational fit.

Not the Right Fit? We May Have Other Roles for You.

If this particular role isn’t the right match, we encourage you to browse our other open positions at https://justsalesjobs.ca/jobs-opening/ and apply for any that interest you. Our recruiters review every resume we receive — and if we have another role that could be a great fit for your background, we will reach out to you directly.

#IND1