Sales Development Representative
About The Position
As a Sales Development Representative (SDR), you will be responsible for generating and qualifying new sales opportunities for Pinewood.AI’s Dealer Management System (DMS) and Seez’s AI-powered solutions. This is a front-line, outbound-focused role that supports a pure hunter enterprise sales team. You will prospect into large dealership groups, engage senior dealership leaders, qualify complex opportunities, and set high-quality meetings for Enterprise Sales Representatives. Success in this role requires persistence, curiosity, strong communication skills, and comfort initiating conversations around platform-level change.
Requirements
- 2+ years of experience in B2B sales development, inside sales, or similar role
- Proven success in outbound prospecting and pipeline generation
- Strong verbal and written communication skills
- Confident phone presence and ability to engage senior decision-makers
- Experience using CRM and sales engagement tools (Microsoft Dynamics, etc.)
- Bachelor’s degree or equivalent experience preferred
- Comfortable working in a fast-paced, metrics-driven environment
Nice To Haves
- Familiarity with automotive retail or dealership operations
- Experience selling SaaS or enterprise technology
- Strong qualification and discovery skills
- Resilient, competitive, and comfortable handling rejection
- Highly organized with strong attention to detail
- Self-motivated with a clear desire to advance into an Enterprise Sales role
Responsibilities
- Prospect and generate new opportunities for Pinewood.AI DMS and Seez AI solutions
- Execute outbound outreach through cold calls, email, and social channels
- Respond to and qualify inbound leads against defined ICP and buying criteria
- Engage dealership principals, GMs, IT leaders, and digital decision-makers
- Qualify prospects and schedule discovery calls and demos for Enterprise Sales
- Research target dealership groups and identify buying signals
- Maintain accurate activity, notes, and opportunity data in the CRM
- Meet or exceed monthly activity, pipeline, and qualified meeting targets
- Partner with marketing to support outbound campaigns and account-based efforts
- Share prospect feedback, objections, and market insights with sales leadership
- Support the sales team at industry events and trade shows as needed
Benefits
- A very competitive salary plus commission structure
- Flexible mix of home and office working
- Clear path to Enterprise Sales for top performers
- 4 weeks PTO
- 401k
- Excellent health insurance benefits
- Regular 1-2-1s and career development opportunities
- Opportunity to be part of an early-stage US sales team with real ownership
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What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Number of Employees
101-250 employees
