Enterprise Ads Sales Specialist

Jobgether; Toronto; On-site; CAD 65,000 - 75,000; Full time

Benefits offered by this job

Sales bonus accelerators

Office near Union Station

Medical and dental insurance

Tuition reimbursement

Professional development

Training program

Gym discounts

Job summary

Jobgether in Downtown Toronto, Canada, is seeking an Enterprise Ads Sales Specialist to drive new business across mid-market and enterprise accounts for an AI advertising platform. You will manage the full sales cycle, qualify leads, present tailored solutions, negotiate, and close deals, with ongoing collaboration to onboarding and customer success.

The role requires 2–3+ years in B2B sales, strong digital marketing knowledge, and a proven track record in prospecting and closing at senior

Qualifications

• 2–3+ years of relevant experience in B2B sales.
• Strong knowledge of digital marketing and advertising solutions.
• Experience with lead qualification and outbound prospecting.
• Experience selling to mid-market and enterprise accounts; engaging C-level stakeholders.
• Familiarity with ad tech or AI platforms is a plus.

Responsibilities

• Identify and engage prospective clients through inbound leads and outbound activities.
• Generate qualified opportunities and maintain a strong sales pipeline.
• Conduct consultative discovery and needs analysis to tailor AI advertising solutions.
• Own the full sales cycle from prospecting to closing and handover to onboarding.
• Meet revenue targets and manage CRM records accurately.
• Collaborate with internal teams to ensure smooth transitions to onboarding.

Skills

B2B sales

Lead qualification

CRM usage

Negotiation

Presentation skills

Communication

Prospecting

Tools

Salesforce

Job description

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Enterprise Ads Sales Specialist based in Canada.

As an Enterprise Ads Sales Specialist, you will drive new business growth across mid-market and enterprise accounts for an innovative AI advertising platform. You’ll manage the full sales cycle, from targeted prospecting and lead qualification through consultative discovery, solution presentation, negotiation, and closing. The role combines digital marketing expertise with strategic B2B selling and a strong customer-first approach. You’ll engage senior decision-makers and build relationships with high-potential clients. Success will be measured through revenue growth, pipeline development, and achievement of sales targets. You’ll work in a fast-paced, performance-driven environment with opportunities for professional development and career progression.

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.

We appreciate your interest and wish you the best!