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Skai

Sales Development Representative

full-time•Chicago•$50k - $60k

Summary

Location

Chicago

Salary

$50k - $60k

Type

full-time

Experience

0-2 years

Company links

WebsiteLinkedInLinkedIn

About this role

Ready to take your career to the next level?

Skai (formally Kenshoo) is looking for the best and the brightest to join our rapidly growing team. We're proud of our industry-leading digital marketing software but we're even prouder of the people behind it. That's where you come in!


Role Overview:

The SDR is responsible for outbound lead generation, prospect qualification, and supporting sales pipeline using GTM workflows, data enrichment, and AI-powered research techniques.


Core Responsibilities:

Lead Sourcing & Qualification: Use Clay and GTM engineering workflows to discover, verify, and prioritize target accounts using multi-source data enrichment and segmentation.

 

Increasing Pipeline by Facilitating Prospecting Strategy Playbooks:

  • Sourcing & Qualification: Employ GTM workflows to discover, verify, and prioritize target accounts using multi-source data enrichment and segmentation.
  • Allbound Campaign Execution: Launch, personalize, and optimize targeted outreach campaigns (email, LinkedIn, social, cold calling) using GTM workflows, integrations, and automations. Creatively deploy in-person tactics (e.g., Sugarwish, tradeshow/event attendance) to generate qualified opportunities.
  • Pipeline Expansion: Support Sellers and account planning using feedback and Clay-powered insights. Document all prospecting activities in CRM and implement best practices for deliverability and sequence management.
  • Data Enrichment & Reporting: Uplevel lead/contact data by executing enrichment sequences. Monitor and report on pipeline metrics, campaign effectiveness, and outbound conversion rates.
  • Cross-functional Collaboration: Partner with GTM Analyst, RevOps, and marketing to improve data flows, hand-off processes, and integration between Clay, CRM, OutReach, Clari, and other sales tools.
  • Continuous Improvement: Stay current on AI/GTM best practices by leveraging Clay University, GTM blogs, and template libraries. Experiment, document, and identify new outreach and enrichment tactics.
  • Qualification & Handoff: Lead discovery and qualification calls, capture key details in SFDC, and deliver a seamless, well-prepared handoff to sellers/ILs.




Requirements

So what skills should our SDR have?

  • 1-3 years of sales, internship or other relevant experience
  • Excellent communication skills
  • Eager to build a career in digital media and technology sales
  • BA/BS degree or equivalent experience
  • Knowledge of prospecting software (Salesforce, Clay, Groove, TryProspect & Linkedin Navigator, ZoomInfo) or eager to learn skills
  • Technical expertise and ability to acquire knowledge of new products


We are hybrid for the long term - with a great home/ office work mix​ (three days in office per week), passionate and diverse team members, and a vibrant company culture.


The salary range for this position is $50,000 - $60,000 plus commissions. The actual salary amount will vary depending on the applicants experience, skills and abilities as well as internal equity and market data. This position is eligible for additional bonus compensation, full details will be provided during the recruitment process.


Equal Opportunity Employer


Skai is an Equal Opportunity Employer. At Skai, we believe ensuring a diverse, equitable, and inclusive workplace is not just an ideal to strive for; it is right, necessary, and our responsibility as humans. Our full DE&I commitment and global framework can be viewed on our company website and are aligned to our core values. We strongly encourage and seek applications from women, people of color, and bilingual and bicultural individuals, as well as members of the lesbian, gay, bisexual, and transgender communities. Applicants shall not be discriminated against because of race, religion, sex, national origin, ethnicity, age, disability, political affiliation, sexual orientation, gender identity, color, marital status, medical condition including acquired immune deficiency syndrome (AIDS) and AIDS-related conditions, or any other protected status. Also pursuant to the San Francisco Fair Chance Ordinance, we encourage and will consider for employment qualified applicants with arrest and conviction records.


Applicants with Disabilities

Reasonable accommodation will be made so that qualified disabled applicants may participate in the application process. Please advise in writing of special needs at the time of application.


Skai is an E-Verify employer.

What you'll do

  • The SDR is responsible for outbound lead generation, prospect qualification, and supporting the sales pipeline using GTM workflows and data enrichment. Key tasks include executing outreach campaigns, documenting activities in CRM, and collaborating with cross-functional teams.

About Skai

Skai is the leading omnichannel advertising platform for commerce media, combining advanced digital marketing capabilities with commerce insights and operations to drive growth for brands and agencies. Powered by unified data and proprietary GenAI, Skai delivers full-funnel media planning, optimization, and measurement, plus insights and automation that help brands improve digital shelf performance, retail execution, and revenue recovery. This integrated approach maximizes sales, profitability, and market share across media and commerce touchpoints. Trusted by over 8,000 brands and agencies, including PepsiCo, Sanofi, and Estée Lauder, Skai integrates with 300+ publishers and retail media networks such as Amazon Ads, Walmart Connect, Criteo, Google, Microsoft, Facebook, and TikTok. Headquartered in San Francisco with nine international offices, Skai empowers brands to connect media and commerce for measurable growth and efficiency. Skai uses the brand name Kenshoo Skai in the UK & Europe.

Ready to join Skai?

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Frequently Asked Questions

What does Skai pay for a Sales Development Representative?

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Skai offers a competitive compensation package for the Sales Development Representative role. The salary range is USD 50k - 60k per year. Apply through Clera to learn more about the full compensation details.

What does a Sales Development Representative do at Skai?

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As a Sales Development Representative at Skai, you will: the SDR is responsible for outbound lead generation, prospect qualification, and supporting the sales pipeline using GTM workflows and data enrichment. Key tasks include executing outreach campaigns, documenting activities in CRM, and collaborating with cross-functional teams..

Is the Sales Development Representative position at Skai remote?

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The Sales Development Representative position at Skai is based in Chicago, United States. Contact the company through Clera for specific work arrangement details.

How do I apply for the Sales Development Representative position at Skai?

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You can apply for the Sales Development Representative position at Skaidirectly through Clera. Click the "Apply Now" button above to start your application. Clera's AI-powered platform will help match your profile with this opportunity and guide you through the application process.
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