Sales Development Representative - Events (USA)

💰 $3,840 - $6,144 (Est.) 📍 Chicago

Job Description

Full job description
Heads up! This role is based in-person at our office in Fulton Market West Loop area, Chicago.

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About Askable

Hey, we’re Askable - the world’s most loved user research platform. Loved by whom you ask? Woolies, Qantas, Canva, BUPA, CommBank, NAB, Telstra, BBC, Mastercard and hundreds more. Not bad right?


Askable began in 2017 as an idea scribbled on a sticky note, born out of frustration with the clunky, outdated research processes we’d experienced firsthand. So, we set out to build a new way—one that makes quality research accessible to everyone, from Fortune 500s to startups hungry for insights.


By providing seamless access to high-quality participants and Certified Askable Researchers, we enable teams to scale research on demand, deliver insights faster, and, ultimately, build things that matter.

Now with offices in Brisbane, London, and Chicago, we’re growing the team to bring Askable’s research power to researchers everywhere, so they can make smarter, user-driven decisions.

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Our culture

Our culture drives everything we do. We live it, breathe it, and work every day to make Askable a place where people can thrive.

We believe work should be fulfilling, exciting, and meaningful.

Here, you’re not just part of a team. You’re part of a community that cares about what they’re building and how they’re building it.

In fact, we take culture so seriously that we wrote a book on it. Our Culture Book guides what we stand for, how we work, and the values that unite us—because nothing beats winning with a team you genuinely love working with.

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About the role

We’re seeking an outbound‑focused SDR to fill seats at Askable’s in‑person and virtual events—Insights Exchange Dinners, cocktail hours, meetups, and webinars. You’ll own cold calls, emails, and LinkedIn sequences to hit RSVP goals, then hand off a warm, qualified attendee list to our on‑site events team and Sales. Your success directly powers our pipeline and revenue growth.

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What you’ll do

Outbound Prospecting: Execute multi‑touch cadences via phone, email, and LinkedIn to drive RSVPs for dinners, meetups, and webinars.
Event Collaboration: Partner with the US Events Manager on tracking RSVP pipelines, troubleshooting no‑show risk, and preparing attendee hand‑offs.
Playbook Optimization: A/B test messaging, monitor open/reply rates, and iterate sequences if targets slip.
Cross‑Team Coordination: Work with Marketing on event copy and Sales on post‑RSVP follow‑up cadences.
CRM Management: Log all activities in CRM and events platform, and maintain accurate RSVP data.

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Skills and experience you’ll bring

To hit the ground running in this role you’ll need at least 1–2 years as an SDR at an early‑ or mid‑stage PaaS/SaaS company (< 1,000 employees).

Cold‑outbound expert: Proven track record with verifiable metrics (RSVPs, meetings booked, pipeline).
Cadence builder: Fluent in LinkedIn Sales Navigator, Lemlist (or Outreach), and HubSpot reporting.
Data‑driven: Comfortable diagnosing underperforming sequences and pivoting tactics.
Customer‑first communicator: Tailors value propositions to product, design, and research leaders.
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The mindset you’ll need

Winning with your team: You’ll be proud of the individual work you do, but find winning as team ultimately more fulfilling. This includes having the emotional maturity to give and receive constructive feedback to better the team as a whole.
Independence and curiosity: You won’t find cabinets full of step by step instructions at Askable. You’ll need to think on your feet, manage your own workflow, problem-solve roadblocks, proactively ask questions, and take responsibility for the goals you set.
Growth focussed: You’ll enjoy the idea of a stretch goal and always be looking for opportunities to improve yourself, your team, and the business.
Quick to learn: You’ll bring an ability to quickly learn and understand our product solutions and features, and keep up to date as our offerings evolve.
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Perks and benefits


Your excitement about the role itself is what matters most to us. Perks are just the icing on the cake—but let us share a few to whet your appetite.


Competitive Salary (plus commission and bonuses based on performance)
Generous Paid Time Off (plus extra ‘Askable Days’ – a full day off just for you each month)
Great Health Insurance
401k Matching
Opportunities for international travel, including training in Australia
Plus much more!... we'll be happy to talk about the rest during the interview process...
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️ Before you go...

Research shows many people (especially women and minority groups) hesitate to apply unless they meet every single requirement. At Askable, we’re committed to building diverse teams with unique perspectives. If you’re excited about this role but your experience doesn’t align perfectly, we’d still love to hear from you

💡 Quick Summary

Seeking a career-building opportunity? The Sales Development Representative - Events (USA) position is now open for candidates interested in the Counter Sales Jobs sector. This role in Chicago offers a professional environment and growth potential.

Requirement Snapshot: Candidates should possess basic communication skills, a proactive attitude, and the ability to work in a team. Experience in Counter Sales Jobs is a plus.

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Job Details

Company Name: Askable

Frequently Asked Questions

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The expected salary for Sales Development Representative - Events (USA) in Chicago is $3,840 - $6,144 (Est.) per month. Actual compensation may vary based on experience and negotiation.
No, Sales Development Representative - Events (USA) is an on-site position based in Chicago. Candidates must be able to commute or relocate to this location.
Basic communication skills, a proactive attitude, and the ability to work in a team are required for Sales Development Representative - Events (USA). Previous experience in Counter Sales Jobs is a plus. Freshers may also apply depending on the employer's requirements.
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