[Hiring] Sales Development Representative Team Lead @TELESOFT LLC DBA CALERO

Role Description

Calero is seeking a highly motivated Sales Development Representative (SDR) Team Lead to drive regional pipeline growth and accelerate revenue generation. This role sits at the intersection of Sales and Marketing and plays a critical role in converting market engagement into qualified opportunities.

As an SDR Team Lead, you will operate in a player‑coach capacity, balancing individual contribution with leadership responsibility. You will lead and support a team of SDRs while partnering closely with 4–5 Regional Account Executives (AEs) to drive pipeline within a defined territory. You will leverage modern marketing tools, intent data, and outbound prospecting strategies to identify, engage, and qualify new business opportunities.

This is an ideal role for a driven sales professional with leadership ambitions who is looking to build toward a future sales management career.

Key Responsibilities

• Pipeline Generation & Qualification (Individual Contribution):
  • Identify, research, and engage prospective customers within an assigned region
  • Execute high‑volume outbound prospecting (calls, email, LinkedIn) to generate qualified meetings
  • Qualify inbound and marketing‑generated leads to ensure alignment with ideal customer profiles
  • Schedule and coordinate qualified meetings for Regional Account Executives
• Team Leadership & Coaching:
  • Lead, coach, and support a team of SDRs to achieve individual and regional pipeline targets
  • Serve as the primary day‑to‑day mentor for SDRs, providing guidance on outreach strategy, qualification, and execution
  • Conduct regular 1:1s focused on performance, skill development, and career progression
  • Lead call reviews, message feedback, and role‑play sessions to improve conversion and consistency
  • Support onboarding, ramping, and ongoing enablement of new SDR team members
• Performance Management & Accountability:
  • Monitor team activity levels, conversion rates, meeting quality, and pipeline contribution
  • Ensure consistent adherence to SDR processes, messaging standards, SLAs, and CRM hygiene
  • Identify performance gaps early and partner with Sales Leadership to implement improvement plans
  • Reinforce a culture of accountability, continuous improvement, and high performance
• Regional Sales Alignment:
  • Act as the SDR lead and primary sales development partner to 4–5 Account Executives
  • Develop a deep understanding of regional accounts, whitespace opportunities, and target segments
  • Collaborate with AEs on account strategies, outreach plans, and pipeline prioritization
  • Ensure high‑quality handoffs and alignment between SDRs and AEs
  • Provide consistent feedback on market conditions and prospect engagement
• Marketing Integration & Execution:
  • Partner closely with Marketing to operationalize campaigns within the region
  • Lead team usage of intent and ABM platforms (e.g., 6sense) to prioritize outreach
  • Ensure timely follow‑up on nurture programs, campaign responses, and intent signals
  • Support outreach related to regional marketing events, webinars, and field initiatives
  • Provide structured feedback on campaign performance and lead quality
• Reporting, Insights & Process Optimization:
  • Track and report on individual and team KPIs, including activity, conversion, and pipeline metrics
  • Analyze trends and identify opportunities to improve outreach effectiveness
  • Share best practices and insights across the SDR team and with Sales and Marketing leadership
  • Continuously refine messaging, targeting, and process based on performance data

Qualifications

• 5–7 years of experience in sales, business development, and/or customer‑facing roles
• Demonstrated experience leading, mentoring, or coaching sales or development teams
• Strong communication skills (written, verbal, and interpersonal)
• Ability to manage multiple priorities while balancing individual and team responsibilities
• High level of motivation, resilience, and results orientation
• Comfort with technology and ability to quickly learn new tools and platforms

Preferred Qualifications

• Experience in B2B sales, SaaS, or technology environments
• Familiarity with CRM systems (e.g., Salesforce)
• Experience with sales engagement and ABM tools (e.g., 6sense, Salesloft)
• Experience supporting field sales teams or working within a regional sales structure
• Prior experience in a player‑coach or SDR Team Lead capacity

What Success Looks Like

• Consistently meets or exceeds personal and team‑level monthly and quarterly pipeline targets
• SDR team delivers high‑quality meetings that convert into revenue opportunities
• Noticeable improvement in SDR execution, conversion rates, and consistency
• Strong alignment, trust, and collaboration with Regional Account Executives
• SDR team members demonstrate growth, engagement, and readiness for next‑level roles

Who You Are

• Hungry: Driven to win and motivated by individual and team performance
• Curious: Always learning and seeking improvement
• Resilient: Comfortable navigating rejection and change
• Technically Inclined: Confident using modern sales and marketing tools
• Team‑Oriented Leader: Invested in developing others and building a strong culture

Why This Role Matters

This is not a traditional SDR role. As an SDR Team Lead, you are a critical connector between Marketing and Sales, ensuring market signals turn into meaningful, high‑quality pipeline. Your ability to balance outbound execution, team leadership, and data‑driven insight will have a direct and measurable impact on Calero’s revenue growth.

Compensation

The annual salary range for this position is $90,000 to $95,000. It is important to Calero that potential candidates for this position understand that compensation depends on numerous factors including the geographic location where the role will be performed, skills required, experience, complexity, travel, and market rate. Calero aims to reward performance and attract top talent with competitive, fair pay and benefits. Please note that the top of the salary range represents exceptional, and/or senior-level positions, that meets all required qualifications. Actual offers take candidate’s knowledge, skills, abilities, and experience into account. Base Pay is just one component of the total compensation package for employees. Other rewards vary by position and location.