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

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. insurance carriers, banks and lenders and plaintiff law firms. You will be selling to VP/Director-level operations leaders and business owners and C-suite executives at organizations 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 approximately 20 employees and operates fully remotely, headquartered in Vancouver, BC. Their platform manages complex, high-stakes customer journeys autonomously — across voice, SMS, and email — for insurance, banking and lending, and legal 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°ree; / 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 into Banking/lending or insurance is strongly preferred. Legal sector experience is not required. • 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) • Insurance (underwriting workflows) and banking/lending (consumer intake) • U.S. plaintiff law firms — personal injury, employment law, lemon law, mass tort • Target volume: Organizations signing 50–500+ new customers per month and generating 2,000–3,000+ inbound inquiries monthly • Target company size: 20–999 employees • Decision-makers: VP/Director-level operations leaders, business owners, C-suite • Typically 2 influencers per deal • Company is not a legal-tech provider. 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