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Feathery is a form and document AI platform that enables companies to automate data intake workflows. The company serves customers across client onboarding, insurance underwriting, and other workflow-heavy industries, with strong growth and increasing enterprise adoption.
You'll join as an early member of the go-to-market team, taking ownership of outbound pipeline generation and helping shape Feathery's sales motion. This is a high-ownership role blending prospecting, strategic account research, and cross-functional collaboration.
Key responsibilities include:
- Prospect and develop new accounts through email, LinkedIn, and phone outreach, educating contacts on Feathery's workflow automation capabilities
- Identify and research target accounts and key stakeholders; qualify prospects and conduct initial discovery conversations
- Experiment with different audiences, messaging, and channels to generate enterprise opportunities
- Hold Zoom and in-person meetings with prospective customers; deliver tailored demos for different personas
- Help build and refine outbound playbooks and sales processes
- Collaborate with marketing, product, and leadership on go-to-market initiatives
- Contribute prospect insights to inform product development and positioning
- Support product launches and new initiatives with customer-facing input
- Maintain detailed notes and insights on prospects
You should have strong communication skills, high empathy, and a track record of achievement in previous roles. A builder mindset, resilience, and comfort navigating ambiguity are essential. You're motivated by understanding customer problems and helping solve them, enjoy meeting new people, and are excited to help build the revenue function at a fast-growing startup.
Bonus qualifications include experience with outbound prospecting, B2B SaaS sales or go-to-market roles, familiarity with CRM tools and outbound sales tooling, and background in financial services or workflow-heavy industries.
The role is based in downtown Toronto with office presence expected. Feathery offers competitive compensation and equity, health/dental/vision coverage, unlimited PTO, office snacks, monthly catered lunch, and a supportive, low-ego team culture.
