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Senior Sales Development Representative

Remote / Online - Candidates ideally in
Chicago Ridge, Cook County, Illinois, 60415, USA
Listing for: Devsu
Remote/Work from Home position
Listed on 2026-03-07
Job specializations:
  • IT/Tech
    Systems Engineer, Cybersecurity
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below
Position: Senior Sales Development Representative (US)

About Devsu:

Devsu is a dynamic and innovative software development and technical staff augmentation services company. We specialize in delivering top-tier software solutions and providing technical talent to businesses across various industries. Our commitment to excellence, technical expertise, and customer-centric approach have earned us a reputation as a trusted partner in the technology space.

We are seeking a Senior SDR who can operate at an executive level — initiating strategic conversations with CIOs, CTOs, and VPs of Engineering around:

  • Modernization risk
  • Technical debt exposure
  • Architectural fragility
  • AI governance gaps
  • Velocity vs. structural risk trade-offs

You will not pitch “developers.” You will lead insight-driven conversations aligned to our Challenger + GAP diagnostic model.

What You’ll Be Responsible For

1. Executive-Level Outbound Prospecting

  • Target mid-market and enterprise technology leaders
  • Build outbound campaigns around modernization, AI governance, and structural risk
  • Personalize outreach using industry-relevant insight

2. Challenger-Led Messaging

  • Lead with perspective — not product
  • Reframe conversations around hidden engineering risk
  • Create tension through insight (velocity without structure creates risk)

3. Structured Qualification

Using our commercial framework:

  • Insight → Gap → Impact → Qualification → Commitment
  • Identify executive-prioritized initiatives
  • Surface measurable modernization or scalability gaps
  • Validate economic buyer access
  • Disqualify misaligned opportunities early

4. Pipeline Creation

  • Generate qualified executive meetings aligned to:
  • - System Intelligence Assessments
  • - Structured Modernization Roadmaps
  • - Governed Pilot Builds
  • Focus on quality of pipeline, not just volume of meetings
  • 5+ years of SDR/BDR experience in: IT consulting, Enterprise SaaS, Digital transformation services, Cloud or AI platforms
  • Experience prospecting into CIO / CTO / VP Engineering personas
  • Comfort discussing:
    Technical debt, Cloud migration, Dev Ops maturity, AI integration, Enterprise architecture
  • Proven track record of quota attainment
  • Executive presence in written and verbal communication
  • Structured thinker (comfortable with frameworks)
  • Curious about complex systems
  • Resilient in outbound environments
  • Strong discovery instincts
  • Strong reporting and analytical skills
  • Opportunity to work with a leading company in the software development and technology industry.
  • Remote work and excellent work/life balance
  • Collaborative and supportive team environment.
  • Competitive compensation package.
  • Ongoing training and professional development opportunities.
  • Potential for career growth within the organization.
  • If you are a results-driven individual with a passion for technology, excellent communication skills, and the ability to thrive in a fast-paced sales environment, we encourage you to apply for the Sales Development Representative position at Devsu.

Devsu is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, or protected veteran status and will not be discriminated against on the basis of disability.

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Position Requirements
10+ Years work experience
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