Business Development Representative

ExpensePoint; Winnipeg; Remote; CAD 60,000 - 80,000; Full time

Benefits offered by this job

Competitive base salary

Variable compensation tied to performance

Benefits and flexibility for remote workforce

Career growth opportunities with mentorship

Job summary

A Canadian fintech company based in Winnipeg, seeking an Account Executive to lead outbound prospecting efforts and engage potential customers. This role requires 1-3 years of relevant sales experience and strong communication skills. Responsibilities include generating qualified meetings, supporting global outbound efforts, and maintaining CRM data. The company offers competitive compensation, benefits, and a chance to work with an exceptional leadership team backed by reputable investors.

Qualifications

• 1-3 years of experience in BDR, SDR, or outbound sales role.
• Experience working in a small or growth stage software company.
• Exposure to mid-market and enterprise selling is a plus.

Responsibilities

• Generate qualified outbound meetings with mid-market and enterprise prospects.
• Execute outbound outreach via email, phone, LinkedIn and other channels.
• Maintain accurate activity, lead, and account data in the HubSpot CRM.

Skills

Strong written and verbal communication skills

Curious, coachable and motivated to learn

Organized and consistent with outbound execution

Resilient and comfortable with rejection

Able to work independently in a remote-first environment

Tools

HubSpot

Lemlist

Apollo

Job description

Join ExpensePoint at an inflection point! Fresh off new investment with ex-Google and Microsoft leadership, we're a nimble Canadian fintech taking on Fortune 500 clients and major banks. We're seeking a driven Account Executive to capitalize on our momentum - combining inbound lead conversion with aggressive outbound prospecting to fuel our explosive growth.

Role Overview

• Individual contributor role focused on outbound prospecting and early-stage engagement with potential customers.
• Support global sales efforts by identifying target companies, engaging the right buyers, and setting high quality meetings for Account Executives.
• Ideal candidate enjoys outbound activity, curious about complex, structured buying organizations and thrives in a high growth remote-first company.

Role Objectives

• Generate qualified outbound meetings with mid-market and enterprise prospects
• Support consistent pipeline of prospect for the Account Executives
• Engage target companies with relevant, personalize outreach
• Develop a strong understanding of the company ICP, buyers and value propositions
• Execute outbound activities with consistency and discipline

Core Responsibilities

Outbound Prospecting and Lead Generation

• Research and identify target companies and buyers in our ICPs
• Execute outbound outreach via email, phone, LinkedIn and other channels
• Personalize messaging based on company research and prospect context
• Book qualified meetings aligned to agreed qualification criteria

Collaborate with Account Executives

• Work closely with Account Executives on ICP targeting and outreach strategies
• Support account based prospecting into mid-market and enterprise organizations
• Share prospect feedback, objections and insights
• Ensure clean handoffs and well-prepared meetings

Qualification and Discovery Support

• Identify prospect pain points, priorities and buying signals
• Confirm ideal fit before passing opportunities to Account Executives

Process and Tool Discipline

• Maintain accurate activity, lead, and account data in the HubSpot CRM
• Follow outbound sequences and continuously improve messaging
• Track outreach performance and contribute ideas for improvement

Required Experience & Profile

Experience

• 1- 3+ years of experience in BDR, SDR or outbound sales role
• Experience working in a small or growth stage software company
• Exposure to mid-market and enterprise selling is a plus
• Comfortable supporting global outbound efforts across time zones

Skills and Attributes

• Strong written and verbal communication skills
• Curious, coachable and motivated to learn
• Organized and consistent with outbound execution
• Resilient and comfortable with rejection
• Able to work independently in a remote-first environment

Preferred Experience (Nice to Have)

• Bilingual (English/French) verbal and written
• Experience with CRM and sales engagement tools
• Familiarity with account based prospecting
• HubSpot fluency

What Success looks like in the first 6 months

• Consistent delivery of qualified meetings
• Strong working relationships with Account Executive
• Improving outreach to meeting conversion rates
• Solid understanding of ICP, buyers and use cases
• Reliable execution and HubSpot CRM hygiene

Tools and Working Environment

• HubSpot CRM and sales engagement tools (Lemlist, Apollo)
• Access to AI business accounts (ChatGPT, Claude, Gemini)
• Remote-first, distributed team environment headquartered in Winnipeg in a modern, fun space
• Lean, collaborative sales organization with direct access to decision-makers

Compensation and Benefits

• Competitive base salary plus variable compensation
• Clear performance targets tied to meetings and pipeline
• Benefits and flexibility aligned with a Canadian-based, remote workforce

Why Join?

• Exceptional leadership team - founders and senior team from Google, Microsoft, and other top-tier companies
• Backed by reputable private equity with recent investment fueling rapid growth
• Product transformation - exciting time to join as we revamp our platform with cutting-edge technology
• Punch above our weight - small Canadian team selling to Fortune 500 companies and major financial institutions
• Career growth opportunity - break into the exciting world of software sales with mentorship from industry veterans
• Competitive compensation with opportunities for career progression