About Feathery
Feathery enables companies to automate data intake workflows with a leading form and document AI platform. Customers use Feathery to power workflows ranging from client onboarding to insurance underwriting and beyond.
Feathery is the only platform that allows business users to build data-centric user journeys through an all-in-one system of tools.
With strong growth and increasing enterprise adoption, we’re scaling our go-to-market team to accelerate pipeline and expand into larger, more complex customer accounts.
Why We’re Hiring
As Feathery continues to grow, we’re engaging with more—and larger—organizations looking to modernize their workflows.
We’re hiring a Sales Development Representative (SDR) to help drive pipeline generation and shape the foundation of our sales motion. This role is ideal for someone who thrives in a fast-paced environment, enjoys building from the ground up, and is excited to play a key role in a high-growth B2B SaaS company.
As an early member of the team, you’ll have a direct impact on how we go to market, generate demand, and engage with prospective customers.
About the Role
This is a high-ownership role that blends:
Outbound prospecting and pipeline generation
Inbound qualification and customer engagement
Experimentation across messaging, channels, and audiences
Cross-functional collaboration with sales, marketing, and product
You’ll play a key role in building our revenue engine — from developing outbound strategies to helping define how we position Feathery in the market.
What You’ll Do
Pipeline Generation & Prospecting
Prospect and develop new accounts by educating contacts on how Feathery can automate their workflows
Reach out to prospects via email, LinkedIn, and phone
Experiment with different audiences, messaging, and channels to generate enterprise opportunities
Take ownership of pipeline generation strategies and continuously improve performance
Inbound & Qualification
Manage inbound interest from prospective customers
Qualify leads to determine fit and prioritize opportunities
Conduct discovery conversations to understand customer challenges and goals
Maintain detailed notes and insights on prospects
Customer Engagement & Demos
Hold Zoom and in-person meetings with prospective customers
Learn the product deeply and deliver tailored demos for different personas
Clearly communicate Feathery’s value proposition in a compelling, customer-centric way
Sales Motion & Cross-Functional Collaboration
Help build and refine outbound playbooks and sales processes
Collaborate with marketing, product, and leadership on go-to-market initiatives
Contribute insights from prospects to inform product development and positioning
Support product launches and new initiatives with customer-facing input
About You
Strong communication skills with the ability to engage and build trust quickly
High level of empathy and ability to tailor messaging to different personas
Track record of high achievement in previous roles (academic, professional, or extracurricular)
Builder mindset with a desire to help create and refine systems from the ground up
Highly motivated, resilient, and comfortable navigating ambiguity
Passion for understanding customer problems and helping solve them
Enjoy meeting new people and building relationships
Excited to be part of a fast-growing startup and help build the revenue function
Bonus
Experience with outbound prospecting or cold outreach (calls, email, LinkedIn)
Experience in a B2B SaaS sales or go-to-market role
Familiarity with CRM tools and outbound sales tooling
Background in financial services or workflow-heavy industries
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 does not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or any other legally protected characteristic. We’re committed to building an inclusive team and provide reasonable accommodations upon request.