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

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

Sales Development Representative

Key skills