B2B Sales Supervisor - AI Platform

TP

$70K — $95K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 2+ years of professional sales experience in AI, advertising, or technology sectors.
  • At least 2 years of proven leadership experience in team coaching and mentorship.
  • Strong track record in developing long-term client partnerships and innovative strategies.
  • Proficient in managing complex sales cycles and pipeline growth.
  • Exceptional interpersonal skills to attract talent and inspire diverse teams across multiple cultures.
  • Analytical skills for evaluating performance metrics and generating actionable insights.
  • Experience with Salesforce CRM is highly regarded.

Responsibilities

  • Drive expansion and customer fulfillment across a portfolio of mid-market corporate accounts.
  • Oversee sales team performance and client satisfaction.
  • Mentor sales personnel in effective B2B engagement and long-term planning.
  • Deliver strategic performance assessments to key client stakeholders.
  • Collaborate with learning departments to support team development.

Benefits

  • Full-time position located in Downtown Toronto.
  • Sales bonus accelerators for overachievement.
  • Pay increases after milestone achievements.
  • Comprehensive medical and dental insurance for immediate family.
  • Tuition reimbursement for continuous education opportunities.
  • Access to cutting-edge AI advertising technologies.
  • Recognition programs and public acknowledgment of achievements.
  • Continuous skill development and specific sales training.
  • Flexible schedule with a fixed Monday to Friday workweek.
  • Downtown location near a vibrant innovation hub.
Full Job Description
Job Description

About Us
TP is a worldwide leader in client experience management and contact center business process outsourcing. With more than 500,000 employees, development of an efficient and responsible hybrid organization, combining work-from-home and on-site solutions, with around 50% of employees now working remotely.
Ranked 11th in the world's Top 25 Best Workplaces by Fortune Magazine, in partnership with Great Place to Work®; Best Employer certification earned in 64 countries covering more than 97% of the total workforce.

Our Work Culture

At TP, we remain true to our core values of integrity, respect, professionalism, innovation and commitment.
  • Autonomous - We encourage and trust your decision-making skills.
  • Progressive work environment- If you have skills to prove we have all ladders for you to grow
  • Flexible - We believe in results
  • Innovative - All ideas matter
  • Inclusive - Everyone is Included and everyone wins


About the job

Leverage your expertise in digital marketing, online media, and AI alongside strong analytical and communication skills to drive growth for new and established businesses. By utilizing influence and relationship-building, you will predict decision-making patterns, identify the core business requirements of key accounts, and demonstrate how our product suite facilitates expansion.

We empower clients to scale through account performance optimization and increased investment. In this leadership role, you will be accountable for the professional development and growth of Sales Executives supporting our AI Platform client within the digital advertising sector.

Successfully inspire your team to meet business targets while prioritizing client-centric solutions. You will achieve this by coaching high-performing individuals and facilitating engagement with senior agency stakeholders. Your responsibilities include executing strategic initiatives to enhance agency business while applying problem-solving and objection-handling expertise in a dynamic, high-performance setting.

Key Responsibilities and Accountabilities (may perform other duties as requested not specifically addressed in this document)

  • Drive expansion, interaction, and customer fulfillment across a diverse portfolio of mid-market corporate accounts.
  • Oversee the sales unit to ensure improved same-store performance, client gratification, and optimized portfolio vitality.
  • Mentor and guide sales personnel to facilitate effective engagement with B2B stakeholders while establishing and sustaining a robust long-range agency planning framework.
  • Develop and deliver weekly, monthly, and quarterly strategic performance assessments to key client decision-makers.
  • Collaborate with learning and development departments to champion the continuous professional evolution and career advancement of your team.


Job Requirements:

  • Minimum of 2 years in professional sales roles within the AI, advertising, or technology sectors, demonstrating a history of market expansion and general management capabilities.
  • Proven track record of at least 2 years in a leadership capacity, focusing on team development through active coaching and mentorship.
  • Demonstrated ability to architect innovative strategies that cultivate and sustain high-value client accounts and long-term partnerships.
  • Sales Leadership: Proficient in identifying and securing enduring business opportunities, managing complex deal cycles, and overseeing pipeline growth both individually and via team guidance.
  • Business Leadership: Strong commercial and strategic mindset with the capacity to execute cohesive business plans that balance immediate targets with sustainable, long-range objectives.
  • People Leadership: Exceptional interpersonal skills with the ability to attract top talent and navigate matrixed organizations through collaboration and inspiration. Adept at leading diverse teams in multicultural settings.
  • Advanced analytical aptitude to evaluate performance metrics, derive actionable business insights, and mobilize resources to capitalize on growth opportunities.
  • Prior experience overseeing contact center sales operations and proficiency with Salesforce CRM systems is highly regarded.


What We Offer
  • Full-time onsite in Downtown Toronto
  • Sales bonus accelerators (overachievement multipliers)
  • Pay increase after milestone periods
  • Referral Program Incentives
  • Work from Office Premium
  • Monthly/quarterly incentive contests
  • Leaderboards and gamification (weekly rankings)
  • Public recognition (Townhalls, Sales Days)
  • Medical and Dental insurance benefits inclusive to the immediate family
  • Employee Family Assistance Programs
  • Tuition Reimbursement
  • Rewards & Recognition programs
  • Exposure to cutting-edge AI advertising solutions
  • Continuous skill development and certifications. Specific sales training
  • Clear career growth opportunities supported by coaches and a motivating team environment
  • Gym membership discounts
  • You'll be based in Downtown Toronto, 5 mins from Union Station, a vibrant innovation hub where top global companies and international talent come together to create, grow, and lead


Schedule
  • Fixed schedule Monday to Friday, 9 hrs shift from 9 AM to 6 PM.
  • Full-time onsite presence required (5 days weekly), including a comprehensive 2-week training.

Location
  • Candidates are advised to be within travel distance from our primary locations: Yonge- Eglinton, 250 University Avenue Toronto, or The Well, Downtown Toronto

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