Sales Development Representative

Upgrade, Inc.

Sales Development Representative at Upgrade focusing on expanding Flex Pay in retail sectors. Responsible for generating qualified opportunities and driving revenue growth in a fast-paced environment.

Posted 5/14/2026full-timeRemote • 🇺🇸 United StatesJunior💰 $95,000 - $115,000 per yearWebsite

About the role

Key responsibilities & impact

Build and manage a high-velocity prospecting engine across outbound channels (email, phone, LinkedIn, 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 outreach 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, sequencing, 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 target 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.

Requirements

What you’ll need

1-3 years of B2B SDR/BDR experience in technology, fintech, or e-commerce SaaS.
Proven track record of exceeding activity and meeting targets while generating qualified pipeline.
Fluent with modern sales tools (Salesforce, Slack, Builtwith Outreach/Salesloft, LinkedIn Sales Navigator, Zoominfo).
Strong written and verbal communicator — clear, confident, and persuasive.
Comfortable with cold calling, creative outbound, and tailoring messages to diverse audiences.
Self-motivated, goal-oriented, and comfortable with ambiguity in a high-growth environment.
Curious, coachable, and energized by learning about fintech, retail, and emerging technologies.

Benefits

Comp & perks

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

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

B2B salesSDRBDRpipeline managementoutbound prospectingqualifying leadsmessaging experimentationtarget account identificationcampaign execution

Soft Skills

written communicationverbal communicationpersuasivenessself-motivationgoal orientationadaptabilitycuriositycoachabilityrelationship building