Upside

Sales Development Representative

Upside

full-time

Posted on:

Location Type: Hybrid

Location: Austin • Texas • United States

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Salary

💰 $85,000 - $105,000 per year

About the role

  • Generate qualified meetings through proactive outbound prospecting across priority verticals
  • Own pre-event meeting outreach and post-event follow-up to maximize event-driven pipeline
  • Respond quickly to inbound leads and qualify opportunities for the sales team
  • Draft, test, and iterate outbound messaging and sequences in collaboration with Sales, DG, and PMM
  • Maintain accurate CRM data and strong lead hygiene to ensure performance visibility
  • Collaborate with Sales and Retailer Growth on lead nurture strategies and campaign follow-up
  • Help test, train, and operate an AI SDR agent alongside human-led outreach
  • Experiment with messaging, sequencing, cadence, and channels to understand what drives performance
  • Interest in testing new outbound channels beyond email. For example, LinkedIn outreach, direct mail, custom landing page, ad creation, and more
  • Review and provide feedback on AI-generated outreach to ensure quality, relevance, and brand alignment
  • Act as a human-in-the-loop, helping define best practices for AI-assisted outbound at Upside
  • Surface insights around audience targeting, value proposition clarity, and outreach effectiveness

Requirements

  • 3+ years of experience in an SDR, BDR, or customer-facing growth role (B2B preferred)
  • Strong written and verbal communication skills
  • Comfort testing new tools, processes, and messaging and learning quickly from results
  • Interest in working with AI-powered tools and understanding how to train and operate them (no technical background required)
  • Highly organized with strong attention to detail and follow-through
  • Collaborative mindset and ability to work cross-functionally with Sales, Marketing, and Growth teams
  • Nice to Have: Experience working with CRM tools such as Salesforce or HubSpot
  • Nice to Have: Exposure to AI-powered sales or marketing tools
Benefits
  • Medical, dental, and vision coverage starting on Day 1
  • Equity (ISOs)
  • 401(k) program
  • Family planning programs + paid parental leave
  • Physical fitness and wellness memberships
  • Emotional and mental health support programs
  • Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break
  • Flexible work environment
  • Lunch reimbursement for in-office employees
  • Employee Resource Groups
  • Learning and Development stipend
  • Transparent culture
  • Amazing mission!
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
outbound prospectinglead qualificationcampaign follow-upmessaging testingAI SDR operationaudience targetingvalue proposition clarityoutreach effectiveness
Soft Skills
strong written communicationstrong verbal communicationorganizational skillsattention to detailcollaborative mindsetability to work cross-functionally