Sales Development Representative

Quickly; Kelowna; On-site; CAD 45,000 - 70,000; Full time

Job summary

A leading company in fintech is seeking a driven Sales Development Representative to enhance their outreach strategy. In this impactful role, you'll engage customers, book meetings, and gain insights into sales while collaborating closely with the executive team. This position is ideal for someone eager to grow within a startup environment, offering opportunities to transition into full Account Executive roles and contribute to the growth of an innovative firm in early payment technology.

Benefits

Equity in an early-stage startup

Competitive base salary and Performance Bonus

Full medical and dental benefits

Flexible vacation policy

High potential for growth and complete ownership

Qualifications

• 3+ years of experience in sales or business development.
• Strong relationship-building skills.
• Polished presentation and objection-handling skills.

Responsibilities

• Book qualified discovery meetings with ideal prospects.
• Use cold calls, emails, and LinkedIn outreach for outreach.
• Work directly with CEO and account executives.

Skills

Sales Experience

Communication Skills

Relationship Building

Analytical Skills

Education

Experience in B2B SaaS or Financial Services

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).