Job Description

Rose Rocket 🚀 is a market leader in Transportation Management Software. We’re a startup going after the $700+ billion dollar trucking industry, leading the shift to SaaS while revolutionizing the way trucking companies sell, service, and innovate. We are a “more human, less corporate” culture that is built around doing work that matters, winning as a team, and celebrating success. We’d love to hear from you if you want to build this with us.

We understand that joining a team is one of the most important decisions you make ❤️, and adding a team member is one of the most important decisions we’ll make. Through our process, we want you to get to know us and understand how you approach problems, learn, and what motivates you.

About the Role
As an Account Executive, you will play a key role in driving revenue and expanding Rose Rocket’s presence in the market. You’ll manage the full sales cycle from prospecting and qualification through to demo, negotiation, and close through renewal and retention of your book of business. The right candidate will combine strong sales fundamentals with curiosity about how our customers operate and the adaptability to thrive in a fast-moving environment.

What You’ll Do

Build and manage a healthy pipeline of prospective customers, primarily within the trucking and logistics space.
Conduct consultative discovery calls and product demonstrations with key decision-makers.
Develop a deep understanding of customer pain points and position Rose Rocket as a platform that solves real operational challenges.
Partner closely with marketing and solutions teams to deliver tailored world-class buying experiences and a smooth post-sale transition.
Consistently meet and exceed sales targets while maintaining accurate pipeline forecasts and reporting in our CRM.
Provide feedback from customers to internal teams to help shape our product and sales strategy.
Work cross functionally with our FDS team to ensure successful implementation of your customer & maintain executive level relationships.
Stay informed on logistics industry trends, emerging technologies, and competitive products.
Manage your book of business, with customer renewals & growth of account

What You Bring

Three or more years of success in a SaaS sales role, ideally in logistics, transportation, supply chain, or a related industry.
A consistent record of meeting or exceeding quota in full-cycle sales roles.
Strong prospecting ability and comfort generating your own pipeline.
Excellent communication skills and the ability to lead strategic conversations with senior stakeholders.
High resilience, adaptability, and comfort operating in a rapidly changing environment.
A team-first mindset with the ability to work independently and take initiative.
Curiosity and a desire to deeply understand how our customers’ businesses run.

Nice to Have

Experience selling to carriers, brokers, or logistics providers.
Knowledge of transportation workflows such as dispatching, billing, and fleet management.
Familiarity with CRM systems like Hubspot and modern sales tools.
Experience working in a startup or high-growth company.

Why Join Rose Rocket
You’ll be joining a company that is changing how freight moves. The work you do will have a tangible impact on an industry that keeps the economy running. We offer a competitive base salary with a performance-based structure and strong opportunities for growth. You’ll have the freedom to make decisions, the support of a collaborative team, and the satisfaction of seeing your work drive real customer success.

We’re moving quickly on this search and hope to welcome our next team member as soon as possible, ideally in our November or December onboarding cohort.

Don’t sweat it if you don’t have everything listed above. We believe in growth and curiosity. If you have some of these qualities and are excited about this opportunity, then we want to hear from you!

Perks & Benefits at Rose Rocket

🏥 A comprehensive benefits program + health care spending account

🐣 Parental leave top-up - read about it here

💰 Stock option plan

💻 A Macbook and a sweet tech equipment combo to get you started

🏝 Start with three weeks of vacation (with an option to purchase an additional week every year) + winter holidays office closure and 3 personal days!

💼 Downtown Toronto office complete with an in-house coffee shop, music room, library and a few other lifestyle perks that keep our days fun

Equal Employment Opportunity

Rose Rocket does not discriminate in hiring or terms and conditions of employment because of an individual’s race, ancestry, colour, place of origin, religion, gender, gender identity, national origin, citizenship, age, disability, sexual orientation, family status or marital status, or any other protected category recognized by provincial or federal laws.

Should you require any accommodation, please inform us and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application or email careers@roserocket.com.

Rose Rocket

Open Positions

Account Executive