Lead and develop a high-performing sales team focused on acquiring new transit agency clients through complex sales cycles while utilizing the SPICED sales methodology.
Recruit, onboard, and develop a high-performing team of Enterprise AEs and BDRs
Establish and maintain a coaching rhythm: regular 1:1s, call reviews, deal reviews, and skills development sessions
Set clear performance expectations and hold the team accountable to activity metrics, pipeline targets, and quota attainment
Foster a culture of learning, collaboration, and continuous improvement across the sales team
Own the team’s pipeline generation strategy, ensuring AEs prospect 50–60% of their own pipeline while BDRs generate the remainder through outbound and ABM motions
Drive disciplined territory planning and account prioritization across the Enterprise segment
Support AEs in navigating complex, multi-stakeholder deals with 6–12 month sales cycles
Step in to support AEs on discovery calls, demos, and business case development when needed
Maintain accurate forecasting and pipeline reporting in Salesforce; provide weekly forecast updates to leadership
Coach BDRs on prospect research, outbound engagement, and lead qualification to convert SQLs to SQOs
Collaborate with Marketing on account-based marketing (ABM) campaigns and inbound lead routing
Ensure BDRs maintain excellent CRM hygiene and follow structured qualification frameworks
Support BDR development and career pathing into AE roles
Champion and enforce the SPICED sales methodology across the team
Represent Swiftly at industry conferences (APTA, TransITech, state transit associations) and coach your team on event strategy
Partner cross-functionally with Marketing, Product, and Customer Success to refine messaging, share market feedback, and improve the buyer experience
Identify opportunities to develop AI-assisted processes that improve prospecting efficiency and sales effectiveness
Proven track record of leading teams to meet or exceed quota in a new-logo, enterprise sales environment
Experience managing both AE and BDR functions (or equivalent pipeline generation teams)
Strong coaching instincts — you develop reps, not just manage them
Experience with complex, consultative sales cycles (6+ months) involving multiple stakeholders and procurement processes
Comfortable with government or public-sector sales; transit industry experience is a plus but not required
Proficient with Salesforce, Outreach.io, ZoomInfo, LinkedIn Sales Navigator, and modern sales tools
Excellent communication skills — you can lead a team meeting, run a deal review, and present to executives with equal confidence
Willingness to travel for conferences, team events, and strategic customer meetings (approximately 20–30%)
In accordance with pay transparency laws, please see the approximate salary ranges below. These ranges represents the anticipated low and high end of the salary for this position. Actual salaries will vary and are based on a multitude of non-discriminatory factors including final role leveling decisions, a candidate’s relevant work experiences/skills, and geographic location. Salary is one component of Swiftly’s total compensation package, which also includes stock options, competitive benefits, 401(k)/ RRSP matching, a fantastic team and culture, opportunity to have a huge impact, emphasis on professional growth and holistic wellness, and other perks.
US Salary Range: $170,000 - $220,000 OTE
Canadian Salary Range: $176,000 - $200,000 OTE
Equity Compensation
Equity compensation for every employee
Health Insurance
Medical, Dental and Vision
Home Office Stipend
Home office setup reimbursement
Paid Parental Leave
12 fully paid weeks of leave for child birth/adoption
Paid Time Off
Flexible PTO with a recommended minimum
Remote-Friendly
Flexible work environment
Wellness Stipend
Monthly "Be Well" stipend
Swiftly builds a powerful transit data platform that enables cities and transit agencies to share real-time passenger information and optimize their operations. Our service is tailored for transit agencies looking to enhance service performance and efficiency, helping them improve on-time performance significantly and increase the accuracy of passenger information. With a growing presence across 12 countries, Swiftly is transforming how urban transport systems operate.
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