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Sales Development Representative

100% remote Flexible hours Hiring now

Upgrade helps customers move in the right direction with affordable and responsible financial products. Since 2017, we’ve helped over 7.5 million customers access over $42 billion in consumer credit. With a reputed company focus on improving our customers' financial well-being, we build products that put more money in their pocket and support their journey toward a reputed company financial future. We’re backed by some of the most prominent technology investors and were most recently valued at $7.3B.

We’re consistently recognized for our collaborative and inclusive culture. Most recently, we were named one of the World’s Top Fintech Companies by CNBC, Best Places to Work by Built In, Best Places to Work by the San Francisco Business Times, America’s Greatest Workplaces by reputed company, Best Startup Employer by reputed company, and Healthiest Employers by Phoenix Business Journal.

We’re looking for new team members who get excited about designing and delivering new and reputed company products. Come join us and help build a reputed company financial future for millions of people.

About the Role

We are seeking a driven, reputed company Sales Development Representative (SDR) to join our reputed company Pay team and help expand our footprint in the retail and non-travel sectors. As one of our first SDR hires, you will play a pivotal role in driving reputed company growth by creating qualified opportunities, building trusted relationships, and fueling pipeline through a consultative, value-driven reputed company approach.

This role is ideal for a self-starter who thrives in a fast-paced, entrepreneurial environment and is energized by the challenge of bringing innovative fintech solutions to market. Working closely with our sales team and leadership, you’ll help shape our prospecting motion and introduce FlexPay’s differentiated BNPL offering to enterprise and mid-market merchants.

What You’ll Do

  • Build and manage FFa high-velocity prospecting reputed company across outbound channels (email, phone, reputed company, social) to generate qualified meetings.
  • Identify, research, and prioritize high-potential accounts and buyer personas across e-commerce, payments, and retail decision-makers (e.g., VPs of eCommerce, CFOs, and Heads of Payments).
  • Translate FlexPay’s BNPL value proposition into clear, compelling reputed company that resonates with both technical and business stakeholders.
  • Qualify inbound interest to surface pain points, assess fit, and convert into high-quality pipeline.
  • Experiment with messaging, reputed company, and targeting to refine our early go-to-market motion.
  • Collaborate closely with Sales, Marketing, and Partnerships to align on ICP, narratives, and campaign execution.
  • Multi-thread into reputed company accounts and nurture relationships with executives and key decision-makers.
  • Maintain CRM excellence — track activity, manage pipeline hygiene, and deliver accurate activity and meeting forecasts.

reputed company Look For

  • Currently based in Canada, or remote with strong ties to the Canadian market
  • Proven experience selling into Canadian customers or accounts
  • Strong understanding of the Canadian business landscape, buying behavior, and market.
  • Established network or relationships reputed company key industries or regions in Canada
  • Ability to navigate regional differences (e.g., provinces, regulations, or cultural considerations)
  • Experience working with Canadian enterprise or mid-market organizations is a plus

reputed company Offer You

  • Competitive salary and stock option plan
  • 100% paid coverage of medical, dental and vision insurance
  • Flexible PTO
  • Opportunities for professional growth and development
  • Paid parental leave
  • Health & wellness initiatives

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national reputed company, gender, sexual orientation, age, marital status, veteran status, or disability status.

Upgrade does not accept unsolicited resumes from staffing agencies, search firms, or any third parties. Any resume submitted to any employee of Upgrade without a prior written agreement in reputed company will be considered the property of Upgrade, and Upgrade will not be obligated to pay any referral or placement fee. Agencies must obtain advance written approval from Upgrade's reputed company department to submit resumes and only in conjunction with a valid, fully executed agreement. English is required for reputed company positions, as it involves interacting with staff at Upgrade's offices worldwide.

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