Team Lead, Sales Development

SysAid Technologies•Toronto, ON

About The Position

As the Team Lead, Pipeline Development, you will lead a high-performing team of SDRs and BDRs. In this dual-capacity role, you’ll not only guide the team’s strategy and performance but also stay close to the work by personally driving pipeline-generating activities. Your mission is to accelerate SysAid’s revenue growth by building, optimizing, and scaling a global pipeline engine that delivers qualified opportunities across all regions and segments. You will design the strategy, implement repeatable processes, and model excellence through hands-on execution—ensuring the team consistently turns marketing signals and outbound efforts into measurable business impact. Success in this role requires a data-driven mindset, strong cross-functional collaboration with Sales, Marketing, and RevOps, and a deep understanding of how early pipeline behaviors tie directly to bottom-of-funnel outcomes. You’ll inspire, mentor, and develop your team while also rolling up your sleeves to contribute directly to pipeline creation when needed.

Requirements

4–6 years of experience in Sales Development, Business Development, or Inside Sales — ideally within a SaaS environment.
1–2 years of experience as a team lead, mentor, or senior SDR/BDR with coaching or training responsibilities.
Proven success generating pipeline through both inbound lead follow-up and outbound prospecting.
Strong communication and storytelling skills with the ability to inspire confidence in a team and prospects alike.
Analytical and organized, with experience using Salesforce and sales engagement tools (e.g., Outreach, Salesloft).
A collaborative, positive attitude — someone who leads by example and isn’t afraid to roll up their sleeves.

Responsibilities

Manage and lead the BDR team, providing guidance, motivation, and mentorship to help the team meet and exceed lead generation goals.
Develop and implement outbound prospecting strategies in collaboration with sales and marketing leadership to ensure a consistent pipeline of high-quality leads.
Monitor and evaluate the BDR team’s performance, ensuring that individual and team KPIs (e.g., calls, emails, meetings scheduled, qualified leads) are consistently met.
Provide regular training, 1:1 coaching, and feedback to help team members improve their skills in cold calling, lead qualification, and email outreach. Partner with Enablement to design and refine onboarding programs that ramp new BDRs quickly and consistently. Share best practices and sales techniques.
Operate as a hands-on leader driving your own outbound activity while coaching the team in real time. Use your personal pipeline generation to model effective behavior, test new approaches, and validate best practices.
Actively participate in outbound prospecting, setting an example for the team by generating your own leads through cold outreach (calls, emails, and social media).
Work closely with sales, marketing, and operations teams to ensure smooth lead handoffs, alignment on target markets, and effective messaging.
Ensure the BDR team maintains accurate records of all sales activities and interactions in the CRM. Regularly report on team performance, lead quality, and pipeline health to senior leadership.
Continuously analyze and optimize outreach processes, tools, and techniques to increase team efficiency and lead generation effectiveness.
Keep the team informed about industry trends, competitive landscape, and target market dynamics, using this knowledge to refine outreach strategies.