Sales Development Representative

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. 

The Position

We are seeking an Allbound Sales Development Representative (SDR) to join our Go-to-Market team. As an Allbound SDR, you’ll own the top of the funnel: qualifying inbound leads, driving outbound prospecting into target accounts, and creating meaningful first impressions with Rose Rocket’s TMS.

This role is about pipeline creation. You’ll balance speed and care in responding to inbound leads with creativity and persistence in outbound prospecting. You’ll uncover prospect needs through discovery, book qualified meetings for Account Executives, and ensure every interaction leaves prospects with a positive impression of Rose Rocket.

The ideal candidate is motivated, resilient, and eager to learn. You have experience in outbound calling or prospecting, and you’re ready to expand into a hybrid role that combines inbound responsiveness with outbound hustle.

Why we’re excited about this role

The trucking industry is a cornerstone of our economy, yet it’s been underserved by modern software. Rose Rocket has spent 8 years building solutions that make trucking companies more efficient and connected. As an SDR, you’ll play a direct role in opening doors and helping us deliver that change to more businesses.

Key Responsibilities

• Manage all top-of-funnel activities: inbound lead qualification, outbound prospecting, and follow-up from events/marketing campaigns

• Represent Rose Rocket at industry events and field marketing activities (travel required ~10%)

• Respond to inbound leads with urgency, qualifying fit and booking meetings for Account Executives

• Research and prospect into target accounts using calls, emails, LinkedIn, and other channels

• Conduct discovery to understand prospect pain points and opportunities before AE handoff

• Maintain accurate notes and data integrity in CRM systems

• Provide feedback to sales and marketing teams on lead quality, messaging, and campaign effectiveness

• Share insights from prospect interactions to help refine outbound strategies
  

What you’ll need to be successful

• 1+ year experience in an outbound sales or prospecting role (transportation/logistics experience a plus)

• Comfort with high-volume outbound activity (cold calling, emailing, social outreach)

• Ability to qualify inbound leads quickly and thoughtfully

• Experience working with a CRM (HubSpot, Salesforce, etc.)

• Experience with field marketing and representing a company at industry events and trade shows, including willingness to travel up to 10% of the time

• Resilience and adaptability in a fast-moving sales environment

• Track record of meeting or exceeding individual quotas or activity targets

• Strong communication skills and ability to tailor messaging to different personas

• Team-first mindset with a hunger to learn and grow into more senior sales roles

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 [email protected].