Sales Development Representative

Quickly; Kelowna; Hybrid; CAD 60,000 - 80,000; Full time

Job summary

A pioneering fintech company in Canada is seeking a Sales Development Representative to spearhead outbound sales efforts. In this role, you will focus on booking qualified meetings through cold calls, emails, and outreach on platforms like LinkedIn. Ideal candidates will have over 3 years of experience in B2B sales, along with strong communication skills and a drive for results. The position is designed to provide a pathway into an Account Executive role and includes competitive compensation and growth potential within the company.

Benefits

High potential for growth

Equity in early-stage startup

Competitive base salary

Full medical and dental benefits

Flexible vacation policy

Qualifications

• 3+ years of B2B SaaS or financial services sales experience.
• Strong ability to build trust with prospects.
• Polished presentation and objection-handling skills.

Responsibilities

• Book qualified discovery meetings with prospects through calls and emails.
• Work with CEO and account executives to maintain a healthy pipeline.
• Conduct thorough research for personalized outreach.

Skills

Sales experience

Relationship-building

Communication skills

Analytical thinking

Adaptability

Tools

HubSpot

Apollo

ChatGPT

Job description

About Quickly

Quickly is pioneering Early Payment technology to revolutionize how businesses manage paying their suppliers and collect payments from their clients, unlocking cashflow to help businesses grow and thrive. We have built a conduit for accounting systems and payments that allows transactions and money to flow seamlessly between businesses. Our “Early Payments” product allows suppliers to request early payments and receive funds on day one, while buyers continue to pay within their regular payment terms while saving money. This means suppliers get the liquidity they need, when they need it, and buyers maintain their cash reserves and increase their profitability.

About the team

We are a small, diverse, and ambitious team focused on building a global business that transforms how companies manage their cash flow. The sales and partnerships team is at the heart of Quickly’s growth—driving revenue through outbound outreach, strategic relationship-building, and channel development.

We operate with urgency, energy, and a winning attitude. We believe in high activity, disciplined follow-through, and always finding a way to move the ball forward. Whether it’s building new partner relationships, uncovering new opportunities, or closing deals, we take ownership and pride in driving results.

We work cross-functionally with product, marketing, and operations to ensure alignment on strategy, messaging, and execution. We value transparency, collaboration, and challenging each other to raise the bar every day.

What you’ll do

• We’re looking for a driven and resilient individual who thrives on conversation, handles rejection well, and can spark interest in seconds. You must be confident on the phone and comfortable with daily cold calls, email sequences, and outbound prospecting through tools like ChatGPT and Apollo. Strong computer skills are important, but your phone presence and ability to truly listen are what will set you apart.
• Your main objective is to book qualified discovery meetings with ideal prospects via cold calls, emails, and LinkedIn outreach. You won’t be closing deals—that’s the Account Executive’s job—but your success will be measured by booking quality meetings and ensuring attendance so you can earn commission. Precision in research matters: we value thoughtful outreach over volume, while using automation to stay efficient.
• You’ll work directly with our CEO, the account executives, and channel sales lead making this a highly visible and impactful role in maintaining a healthy sales pipeline. This is also a natural stepping stone into an Account Executive position.

Who you are

We’re looking for someone who is energized by the pursuit of new opportunities, thrives on meaningful conversations, and takes pride in driving results through persistence and insight. You’re not afraid of rejection, enjoy learning about new industries, and are motivated by the challenge of opening doors in tough markets. The minimum requirements are:

• 3+ years of experience in sales or business development, ideally in B2B SaaS or financial services
• Strong relationship‑building skills and the ability to quickly build trust with prospects
• Polished communication, presentation, and objection‑handling skills
• Highly analytical, with the ability to extract actionable insights from research and data
• Intellectually curious, adaptable, and comfortable navigating conversations across a wide range of industries
• Motivated, ambitious, and passionate about sales and business growth
• Familiarity with financial markets, industry regulations, and emerging technology trends
• A self‑starter mindset, comfortable working in a high‑growth, fast‑paced startup environment

Bonus points for

• Experience using tools like HubSpot, Apollo, ChatGPT, or other sales automation platforms
• Prior cold calling or outbound sales experience
• Understanding of the early payments or fintech space
• A love for books like "Cold Calling Sucks" and a willingness to continuously improve your craft

Bonus Content

Working at Quickly

• We work in‑office 5 days a week but are flexible when people need to work from home.
• We sometimes work more than the standard 8‑hour day.
• We collaborate with our teammates instead of working in silos.
• We communicate transparently and often.
• We challenge each other’s assumptions in the spirit of improvement.

Quickly perks

• High potential for growth & complete ownership from the beginning.
• Equity in an early‑stage startup.
• Competitive base salary and Performance Bonus.
• Full medical and dental benefits.
• Rapid learning environment.
• Flexible vacation policy.

Why you might not like us

• We (sometimes) operate on aggressive schedules
• We have high expectations for ourselves and everyone on the team
• We will keep a lean team. You\'ll learn a lot, build a cool product, and grow as our company scales.
• We don\'t know what we don\'t know. We will learn it together.
• We love to remain positive, even in the face of adversity.
• We don\'t take ourselves too seriously (most of the time).