Job Opportunities API

ABOUT FEATHERY Feathery automates data intake workflows for enterprise companies across financial services, healthcare, and other regulated industries. Customers use Feathery to power mission-critical workflows like insurance underwriting, client onboarding, account openings, loan origination, and patient intake. With rapid revenue growth and increasing enterprise adoption, we’re scaling our go-to-market team to expand into larger accounts and new verticals. WHY WE’RE HIRING As Feathery grows, we’re engaging with more enterprise customers who require a consultative, high-touch sales process. We’re hiring an Enterprise Account Executive to drive revenue growth and help define our enterprise sales motion. This role is ideal for someone who thrives in a full-cycle sales environment, enjoys building pipeline, and wants to play a key role in shaping the go-to-market strategy of a fast-growing B2B SaaS company. As an early member of the team, you’ll have significant ownership over pipeline, deals, and how we win in the enterprise. ABOUT THE ROLE This is a high-ownership role that blends: - Full-cycle enterprise sales (outbound + inbound) - Pipeline generation and deal execution - Strategic, consultative selling - Cross-functional collaboration with product, marketing, and leadership You’ll own the entire sales process — from sourcing opportunities to closing deals — while helping define how Feathery scales its enterprise revenue engine. WHAT YOU’LL DO PIPELINE GENERATION & PROSPECTING - Prospect and develop new enterprise accounts across key verticals (e.g., insurance) - Reach out to prospects via email, phone, and LinkedIn - Experiment with messaging, targeting, and channels to generate new opportunities - Attend industry conferences and events to build relationships and source pipeline - Own pipeline generation strategy and continuously refine outbound approaches DEAL EXECUTION & SALES PROCESS - Manage the full sales cycle from initial outreach through close - Handle inbound and referred leads and convert them into qualified opportunities - Conduct discovery to understand customer needs and business challenges - Deliver tailored demos and presentations for different stakeholders - Navigate complex buying processes and multi-stakeholder deals SALES STRATEGY & CROSS-FUNCTIONAL COLLABORATION - Help define and refine sales playbooks, positioning, and processes - Partner with product and engineering to communicate customer needs and influence roadmap - Collaborate with marketing on campaigns and demand generation initiatives - Contribute to product launches and go-to-market strategy ABOUT YOU - Experience selling SaaS in enterprise deals ($100k–$1M+ ARR) - Track record of high achievement in quota-carrying roles - Strong consultative selling skills and ability to engage senior stakeholders - Excellent communication and storytelling abilities with high customer empathy - Experience building pipeline through outbound prospecting - Builder mindset with a desire to shape processes and strategy - Highly motivated, resilient, and comfortable operating in a fast-paced environment - Passion for understanding customer problems and helping solve them BONUS - Experience selling into financial services or other regulated industries - Existing network within insurance, wealth management, or related verticals - Experience selling complex or technical products - Experience attending or sourcing pipeline through industry conferences - Background at a high-growth B2B SaaS company WHAT WE OFFER - Competitive compensation and equity - Health, dental, and vision coverage - Unlimited PTO - Downtown Toronto office location - Office snacks and monthly catered lunch - A supportive, low-ego team that values ownership and growth - Company offsite to connect and recharge Feathery is an equal opportunity employer and