Senior Manager - Sales Development (USA)

Askable

Askable

Sales & Business Development
Posted on Sep 2, 2025
Sales (New Business) · Chicago

Senior Manager - Sales Development (USA)

We're looking for a Head of Sales Development with 3+ years experience to help drive outbound strategy—developing a high-performing SDR team and building us a predictable sales pipeline.

🇺🇸 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Askable began in 2017 as an idea scribbled on a sticky note, born out of frustration with the clunky, outdated research processes we’d experienced firsthand.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 looking for a Sales Development Manager to build, lead and scale our Sales Development team.

In this role, you’ll drive outbound strategy, coach and develop a high-performing SDR team, and help build a predictable pipeline for our organization. You’ll play a key role in shaping how we reach, engage, and convert prospects at the top of the funnel.

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🛠 What you’ll do

  • Lead & Mentor: Build, coach, and inspire a high-performing SDR team, fostering a culture of accountability, learning, and collaboration.
  • Optimize Outbound: Design, test, and refine multi-channel outreach strategies—cold calls, emails, LinkedIn, and more—to drive engagement and meetings booked.
  • Pipeline Growth: Partner with Account Executives and Marketing to generate quality leads and ensure a seamless handoff into the sales process.
  • Analyze & Improve: Track performance metrics, identify bottlenecks, and continuously refine processes to hit and exceed targets.
  • Tool & Process Ownership: Actively seek improvements to our tool stack using the latest technologies (including AI). Maintain and improve CRM hygiene (we use Hubspot), workflow automation, and reporting for better efficiency and insights.

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🦉 Skills and experience you’ll bring

To hit the ground running in this role you’ll need at least 3 years experience in a sales development role, with at least 1–2 years managing SDRs in a SaaS or tech environment.

  • Experience: 3+ years in a sales development role, with at least 1–2 years managing SDRs in a SaaS or tech environment.
  • Outbound Expertise: Proven success running high-performing outbound sales programs with measurable impact.
  • Tech-Savvy: Experience with tools like Sales Navigator, Outreach, HubSpot, Salesforce, or similar platforms.
  • Analytical Mindset: Skilled at using data to measure effectiveness, optimize messaging, and drive results.
  • Strong Communication: Ability to craft and deliver compelling outreach messaging 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.

Department
Sales (New Business)
Locations
Chicago
Sales (New Business) · Chicago

Senior Manager - Sales Development (USA)

We're looking for a Head of Sales Development with 3+ years experience to help drive outbound strategy—developing a high-performing SDR team and building us a predictable sales pipeline.