Enterprise Ads Sales Specialist

Accountabilities:: Identify and engage prospective clients through inbound leads and targeted outbound activities, including cold calling, email outreach, social selling, and self-prospecting. Generate qualified business opportunities and consistently build and maintain a strong sales pipeline across mid-market and enterprise accounts. Conduct consultative discovery and needs analysis to understand client objectives, challenges, and advertising requirements, then present tailored AI-powered advertising solutions. Own the complete sales cycle from initial prospecting and qualification through presentations, negotiations, closing, and successful handover to onboarding and customer success teams. Achieve and exceed assigned revenue, activity, and performance targets while maintaining a strong focus on commercial outcomes. Maintain accurate and up-to-date records of prospecting, opportunities, interactions, and pipeline activity within Salesforce or another CRM platform. Identify opportunities to upsell and cross-sell additional solutions based on client needs and business potential. Collaborate effectively with internal teams to ensure a smooth transition from closed deals to onboarding and ongoing customer success. Requirements 2–3+ years of relevant experience in B2B sales, business development, enterprise sales, or a comparable commercial role. Strong knowledge of digital marketing, including SEO, PPC, advertising ecosystems, and the ability to understand and communicate digital advertising solutions to clients. Proven experience in lead qualification, outbound prospecting, cold calling, and independently generating new business opportunities. Demonstrated ability to manage sales conversations with mid-size and enterprise organizations, including confident interaction with C-level and senior stakeholders. Experience using Salesforce or comparable CRM platforms, along with familiarity managing customer and prospect databases. Strong consultative selling, negotiation, communication, and presentation skills, with the ability to connect client needs to relevant solutions. Results-oriented and resilient mindset, with a demonstrated ability to work toward revenue targets and maintain momentum through a complex sales cycle. Highly organized with strong time-management skills and the ability to manage multiple opportunities and priorities simultaneously. Comfortable working independently while also collaborating effectively within a team and adapting to a fast-paced environment. Familiarity with ad tech, AI platforms, client-facing products, or technology-driven advertising solutions is an advantage. Benefits Full-time, 100% onsite position in Downtown Toronto, with candidates expected to be within commuting distance of the designated Toronto locations. Base salary of CAD 65,000–75,000 per year . Sales bonus accelerators and overachievement multipliers, with additional earning opportunities tied to performance. Potential pay increases following designated milestone periods. Monthly and quarterly sales incentive contests, leaderboards, gamification, and public recognition programs. Referral program incentives and a work-from-office premium. Medical and dental insurance coverage for employees and eligible immediate family members. Employee and family assistance programs supporting employee well-being. Tuition reimbursement and ongoing professional development opportunities. Sales training, continuous skills development, and access to relevant certifications. Rewards and recognition programs highlighting individual and team achievements. Exposure to cutting-edge AI advertising solutions and evolving digital marketing technologies. Clear career growth opportunities supported by coaching, training, and an experienced team environment. Gym membership discounts and additional employee perks. Fixed Monday-to-Friday schedule, with a 9-hour shift from 9 AM to 6 PM . Comprehensive two-week training program at the beginning of employment. Opportunity to work in a vibrant Downtown Toronto environment located approximately five minutes from Union Station.