Team Lead, Sales Development Representative

TELESOFT LLC DBA CALERO

10h•$90,000 - $95,000•Remote

About The Position

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.

Requirements

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

Nice To Haves

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

Responsibilities

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
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
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
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
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
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