Sales Development Representative

Feathery•Toronto, ON

34d•Onsite

About The Position

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. 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. This is a high-ownership role that blends outbound prospecting and pipeline generation, inbound qualification and customer engagement, experimentation across messaging, channels, and audiences, and 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.

Requirements

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

Nice To Haves

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

Responsibilities

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
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
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
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