TL;DR

Sales Development Representative (SaaS): Hunting for new business and generating high-quality sales pipeline for Askable's US growth with an accent on multi-channel outbound prospecting and strategic outreach. Focus on booking discovery meetings for Account Executives, optimizing sales cadences, and leveraging events to engage top-tier prospects.

Location: Onsite in Chicago, USA

Salary: $55,000–$65,000 base + $85,000–$95,000 OTE

Company

Askable is a user research platform enabling seamless access to high-quality participants and Certified Askable Researchers for companies from startups to Fortune 500s.

What you will do

  • Execute multi-channel outbound prospecting (phone, email, LinkedIn) to identify and qualify new business opportunities.
  • Own the top of the funnel by booking high-quality discovery meetings and demos for the Sales team.
  • Leverage Askable’s in-person and virtual events as strategic engagement opportunities for hard-to-reach stakeholders.
  • A/B test messaging, monitor conversion rates, and iterate on sequences to optimize performance.
  • Maintain pristine data in HubSpot and the sales stack to ensure seamless hand-offs to Account Executives.

Requirements

  • Experience: 1-2 years as an SDR/BDR or comparable high-output outbound role is preferred.
  • Confidence in cold outbound, including cold calling and tailoring pitches to senior stakeholders.
  • Track record of consistently hitting targets for meetings booked and demonstrating activity and outcomes.
  • Comfort with sales tools like HubSpot, LinkedIn Sales Navigator, Lemlist, or Outreach.
  • Data-driven approach to analyzing and improving sales performance.
  • Must be eligible to work in the USA.

Nice to have

  • Experience selling into enterprise accounts.
  • Experience selling to Product, Design, UX, Insights, or Research teams.
  • Familiarity with SaaS workflows and multi-stakeholder deals.

Culture & Benefits

  • Competitive base salary + commission with uncapped upside for high-quality results.
  • Generous PTO including one Friday off each month (Askable Days).
  • Great Health Insurance & 401k Matching.
  • Potential international travel for training to London and Australia offices.
  • Work in a community-focused culture that values independence, curiosity, and growth.