Routeware is the industry leader in providing SAAS software solutions, integrated technologies including RFID, AI, video, hardware/software, and data analysis that enables public and private enterprises to improve the effectiveness of their waste and recycling programs. Our solutions help organizations achieve a digital transformation that saves time and money, increases efficiency, improves safety, and helps to make our world a greener place.

Based in Portland, Oregon, the company is PE-backed and employs a distributed team across North America and the UK. Our brands, products, and services provide an all-in-one solution to municipal and private waste haulers and other fleet services. As part of an essential and growing industry, we seek solution-oriented team players who want to positively impact the environment. Our work environment is collaborative, dynamic, fast-paced, and fun with a strong appreciation for innovation and initiative.

Our Values:

• Intellectual Curiosity - We nurture skills, knowledge, and creativity.
• Emotional Intelligence - We are personable, positive, and caring — and we don’t take ourselves too seriously.
• Customer Focus - We advocate for our customers.
• Team Commitment - We take ownership, play well with others, and are reliable.
• Solution and Action Orientation - We approach solutions proactively, collaboratively, and thoroughly.


The Software Sales Account Executive position is a key sales component of the Routeware North American sales team. The individual in this position is responsible for executing regional sales and business development strategies within a North American territory. Additionally, they are responsible for identifying and closing both new name business opportunities as well as further developing existing customers.


  • Achieves monthly, quarterly, and annual sales targets.
  • Achieve lead generation, prospecting, and other sales management goals designed to build an optimal sales pipeline.
  • Develops strong long-term relationships and referrals with senior management within assigned territory.
  • Manages the end-to-end sales process for all opportunities including initial client communication, on-site presentations, RFI response, RFP submission, negotiation, and deal signing.
  • Works in close collaboration pre-sales, post-sales, and executive management teams.
  • Demonstrates strong personal communication and presentation skills to establish interest, credibility and trust.
  • Travels regularly to regional prospect and customer locations to support lead generation, sales presentations, contract negotiations, and ongoing relationship building.


  • Demonstrated success with enterprise software offerings under license and SaaS models.
  • 5+ years of direct sales experience in enterprise software and/or IT services/technology environment. Experience in the waste industry and/or other fleet technology sales is a plus.
  • Experience with vendor selection processes including RFI and RFP issuance and response management.
  • Ability to maintain strong territory management focus during sales cycles that are typically six months to one year in duration.
  • Demonstrated ability to manage often complex negotiations with senior-level business and technology executives.
  • Thorough command of English, both written and spoken.
  • Strong verbal and written communication skills for customer communications, proposal generation, etc.
  • Experience negotiating six and seven-figure enterprise-wide contracts


  • Comprehensive benefits (medical, vision, dental, and life insurance)
  • Paid parental leave
  • Paid Time Off
  • Nine company holidays

This is a full time, remote role based anywhere in Canada.

Routeware is an Equal Opportunity Employer and prohibits all forms of discrimination or harassment. At Routeware, we are committed to the principle of equality, and all employment decisions are based on job requirements, business needs, and individual qualifications, without regard to race, color, religion or belief, national, social or ethnic origin, sex (including pregnancy), age, physical, mental or sensory disability, HIV Status, sexual orientation, gender identity and/or expression, marital, civil union or domestic partnership status, past or present military service, family medical history or genetic information, family or parental status, or any other status protected by the laws or regulations in the locations where we operate.