Demo

Sales Development Representative

Siena AI
Chicago, IL Full Time
POSTED ON 2/5/2025
AVAILABLE BEFORE 3/6/2025
About Siena

Siena is building enterprise empathic AI Agents powered by reasoning-adept LLMs. Siena is the first AI Agent of its kind, designed to integrate with existing systems and interact with customers across multiple channels from a single, unified platform.

If you're excited about the intersection of human-to-machine communication and want to be part of a team driving innovation and making a real impact in automating agentic workflows, join us on our mission to revolutionize customer experience through empathetic AI.

Our values

We’re not about corporate jargon—here’s what truly matters to us:

  • Curiosity and creativity: You always seek new knowledge, ask questions, and explore different perspectives to deepen your understanding.
  • Customer empathy: You are driven by our customers’ success. You see needs they can’t articulate.
  • Resilience: You bounce back from setbacks, adapt to change, and thrive in the face of challenges.
  • Ownership and autonomy: When things break, you fix first, explain later.
  • Relationships: You create bonds with your colleagues - building trust and sharing success.
  • Craft and speed: You balance vision with pragmatism. Your standards pull everyone higher.
  • Open and direct: You share and receive feedback. You are open about what’s working and what not.

About the role:

Being an SDR here isn’t just about contacting new leads, it’s about challenging the way jobs are done and enticing people to buy-in on the cutting-edge. We need someone who can reach key decision-makers, build real connections, and propel Siena’s growth. You’ll report to the Sales Manager but work cross-functionally to keep your pitch fresh and effective.

What you’ll do:

  • Design and launch automated outbound campaigns that grab attention and resonate with top ecommerce players.
  • Identify and connect with key decision-makers using tools like LinkedIn Sales Navigator, Hubspot, Store Leads or BuiltWith, and Crossbeam.
  • Keep our CRM (HubSpot) lean and mean - clean data, accurate pipeline.
  • Leverage Loom and other video tools to bring personality and creativity to outreach.
  • Collaborate with sales and marketing to refine and amplify outreach strategies.
  • Uncover, document, and share actionable insights and market intelligence from real conversations to evolve our product and go to market.
  • Smash your KPIs and break your compensation plan. This is a growth role with a ton of upside.
  • As the first SDR hire, we want you to set the bar high. Lead with initiative, design the blueprint, and help scale the process and team over time.

Who you are:

  • 2 years in sales development or business development, with a focus on CX or eCommerce preferred.
  • Experience collaborating with technical stakeholders (like growth engineers) and leading efforts to adopt new AI products for lead generation strategies.
  • History of success driving leads and growing pipelines with a disruptive mindset.
  • Mastery of HubSpot and LinkedIn Sales Navigator.
  • Communication skills that get attention and get to the point - we are targeting important people at enterprise companies.
  • A self-driven individual who thrives in fast-moving environments.
  • Social-selling skills and relationship building are critical for this role – a lot of our interactions will be through Linkedin and at in-person events.

Bonus:

  • Closely follow AI trends and know your way around LLM products (like ChatGPT, Claude, Gemini)
  • Experience working with eCommerce businesses.
  • Have previously worked on account based marketing strategies with sales and marketing teams
  • Experience at a Seed or Series A startup.
  • Demonstrable skills working with video outreach tools like Loom is a major edge.

Why Join Us

We’re a startup, so no fancy offices or corporate fluff. But here’s what we do offer:

  • Make a real impact. Your work directly shapes our product and company.
  • A voice that matters. In a small team, every perspective counts—yours included.
  • Work your way. Whether it’s from home, a coffee shop, or a moon base—if you're productive, we’re happy.
  • Competitive compensation. Great salary plus the opportunity for equity or stock grants.
  • Flexible time off. Take at least 15 days—more if you need it.
  • A learning budget. If you're growing, so are we.
  • The thrill of building something new. Join us at a stage where your contributions matter most.
  • Tackling meaningful challenges. We’re redefining how work gets done through AI.

At Siena, we’re not just looking for people who can do a job. We’re looking for people who want to break boundaries, create the future, and reshape industries. If that’s you, we look forward to your application.

Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.

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