Enterprise Account Executive selling CharterUP’s AI - powered group transportation platform to large organizations. Owning complex sales cycles, RFPs, MSAs, and enterprise revenue growth.
About the role
- Account Executive selling Appear’s AI visibility infrastructure to brands. Building pipeline, demonstrating citation gaps, and closing full-cycle B2B SaaS deals in Toronto.
Responsibilities
- Own full-cycle new business from first touch to signed contract
- Build and work a targeted pipeline across 2–3 verticals where AI visibility ROI is clearest
- Run discovery to surface prospects' AI visibility problems before pitching the product
- Lead demos, business case presentations, and commercial negotiations with senior stakeholders up to C-level
- Work closely with the founders on positioning, pricing, and deal structure
- Feed market and objection intelligence directly into product and marketing
- Use AI for account research, call preparation, pipeline management, and follow-up drafting
Requirements
- 3+ years in an AE role, senior BDR role, or full-cycle role in B2B SaaS
- Comfortable with commercial conversations
- Able to discuss pricing, ROI, and contract terms without deferring to sales
- Strong at asking the right questions in client meetings, not just presenting
- Genuine curiosity about AI and its impact on search
- Able to handle hard client questions about AI and search
- Organised and proactive in systematically managing a book of business
- Fluent in English
- Spanish or other European languages are a plus
- Background in SEO, content marketing, or digital agency work is nice to have
- Experience managing accounts across legal, healthcare, financial services, or professional services is nice to have
- Familiarity with HubSpot, GoHighLevel, or similar CRM is nice to have
- Experience as an early AE or BDR hire is nice to have
Benefits
- Direct access to the CEO, CRO, CMO, and GTM
- Founders in the room
- Opportunity to shape positioning, pricing, and deal structure
- Real category upside
- No bureaucracy between you and decisions
Job title
Job type
Experience level
Salary
Not specified
Degree requirement
No Education Requirement
Location requirements
Report this job
Found something wrong with the page? Please let us know by submitting a report below.
Account Executive owning full - cycle new - logo sales for ServiceCentral’s warranty, repair, and service - management software. Building outbound motion and closing SMB, mid - market, and enterprise deals.
Account Executive selling Owner's AI - native websites, ordering, CRM, and POS software to restaurant owners. Building sales pipeline, advising customers, and exceeding quota.
Account Director leading performance marketing strategy and client relationships for Level, an AI - powered agency. Connecting paid media, SEO, analytics, and execution to measurable business growth.
Territory Account Executive growing Bridgit’s construction workforce - planning SaaS through prospecting, sales cycles, and account expansion. Owning a Canadian territory and partnering cross - functionally to drive revenue.
Account Executive selling Plooto’s payments and cash - flow platform to Canadian accounting firms and SMB clients. Managing full - cycle SaaS sales, field meetings, partner onboarding, and client adoption across Canada.
Account Executive driving new business and strategic client growth for Blue Mantis’ managed services and technology solutions. Managing enterprise sales pipelines, partnerships, forecasts, and customer relationships.
Account Executive selling Appear’s AI visibility infrastructure to brands. Owning new business, demos, commercial negotiations, and pipeline development across key service verticals.
Commercial Account Executive acquiring new business customers for Softchoice’s cloud, AI, software, and digital workplace solutions. Managing prospecting, sales pipelines, quotes, orders, and customer growth.
Commercial Account Executive managing 15 - 20 accounts and selling cloud, AI, software, hardware, and digital workplace solutions. Growing customer relationships and revenue through strategic technology sales.