Full-Time

Customer Support Representative

Posted on 9/19/2025

Rose Rocket

Rose Rocket

51-200 employees

Cloud-based trucking logistics platform replacing TMS

No salary listed

Toronto, ON, Canada

In Person

Downtown Toronto office complete with an in-house coffee shop, music room, library and a few other lifestyle perks.

Category
Customer Experience & Support (2)
,
Requirements
  • 1-3 years of experience in customer support preferably with SaaS technologies and bonus points for experience in the trucking industry
  • Have proven success in achieving or exceeding performance goals
  • Have a passion for incredible customer service, exceptional communication (verbal, written, and listening) and excellent people skills
  • Demonstrate incredible attention to detail and have an analytical and technical mindset that helps you meticulously understand, evaluate, and solve issues quickly, efficiently and accurately
  • You are a proven reliable resource to your team members, fellow employees, and your peers. You are approachable, professional, and thorough in all that you do.
Responsibilities
  • Responding to inbound inquiries from Rose Rocket customers via email, live chat and phone
  • Diagnose and resolve customer issues by using product knowledge, internal resources, and escalation paths
  • Deliver customer feedback to our Product/Engineering teams to improve the product
  • Leverage AI tools to increase team efficiency
  • Consistently meeting or exceeding service KPIs such as Time to First Response, Time to Resolution and CSAT
  • Work closely with the team to maintain our help center, product releases, address critical issues, case escalations, incident/crisis management, or other work that impacts our customers and our business
  • Have a continuous improvement mindset and an abundance of ideas.
Desired Qualifications
  • Customer training/onboarding experience
  • Project management experience - have you ever helped manage a work-related project? (big or small!)
  • Experience working with CRM Tickets (Hubspot or Salesforce)

Rose Rocket provides a modern, cloud-based trucking and logistics platform that replaces traditional Transportation Management Systems (TMS) with a Software-as-a-Service license. It helps freight companies run operations more smoothly by automating order entry, boosting customer visibility, and making dispatch easier for drivers and carriers. The platform works as a subscription service that teams and networks use to manage orders, track shipments, and coordinate with partners without large upfront costs. Rose Rocket differentiates itself by offering a comprehensive, easy-to-adopt system that delivers both internal efficiency and better external visibility, rather than requiring a big, disruptive implementation. The company aims to help trucking and logistics businesses increase revenue and margins while cutting costs. Headquartered in Toronto, it is venture-backed and an alumnus of Y Combinator.

Company Size

51-200

Company Stage

Series B

Total Funding

$63.1M

Headquarters

Canada

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • $38M Series B (2025) funds enterprise expansion beyond mid-market trucking.
  • Trusted clients like Unigroup and Canada Cartage validate product-market fit.
  • Quote-to-cash consolidation upsells financial and communication tools.

What critics are saying

  • McLeod Software locks large fleets, confining Rose Rocket to SMBs.
  • Trimble's AI dispatch outperforms TED, driving 3PL churn.
  • Centro integration bugs trigger cancellations and SOC II damage.

What makes Rose Rocket unique

  • AI-native TMS replaces legacy systems without upfront investment.
  • Centro acquisition (Sept 2025) automates email-to-structured data conversion.
  • Open architecture enables one-click integrations with telematics and accounting.

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Benefits

Health Insurance

Health Savings Account/Flexible Spending Account

Parental Leave

Stock Options

Paid Vacation

Growth & Insights and Company News

Headcount

6 month growth

-5%

1 year growth

-1%

2 year growth

2%
FreightWaves
Sep 29th, 2025
Rose Rocket adds email-reading tech through acquisition

AI-enabled TMS provider Rose Rocket announced Monday that it has acquired Toronto-based technology provider Centro.

PR Newswire
Sep 29th, 2025
Rose Rocket Acquires Centro, Accelerating AI in Transportation with Launch of TED

The acquisition advances Rose Rocket's mission to provide AI for transportation companies in the age of automation TORONTO, Sept. 29, 2025 /PRNewswire/ -- Rose Rocket, the AI-native transportation management platform (TMS), today announced the acquisition of Centro, a Toronto-based company whose core IP transforms unstructured email into structured data that feeds directly into supply chain software systems. As part of the acquisition, Centro's Co-founders, CTO Andrew Liu and CEO Jamyang Tenzin, are joining the Rose Rocket team, leading the integration of Centro's IP with Rose Rocket's AI-native TMS

Business Wire
Jun 21st, 2023
Rose Rocket Raises $38M USD Series B to Scale its Network-Centric TMS Solutions while Expanding into the Enterprise

Rose Rocket, a SOC II compliant, cloud-native provider of transportation management software (TMS) for trucking companies and 3PLs, today announced th

Private Capital Journal
Jun 20th, 2023
Rose Rocket secures $38M Series B

Rose Rocket raised US $25 million in Series A funding in October 2021 led by Addition Capital and Shine Capital with participation from Ripple Ventures, Scale-Up Ventures, Kevin Mahaffey, Funders Club and Y-Combinator.

Prowell Technology
Jun 20th, 2023
Rose Rocket, whose platform helps transportation companies communicate, raises $38M

Today, Canada-based Rose Rocket announced that it closed a $38 million series B funding round led by Scale Venture Partners with participation from Addition Capital, Shine Capital, Scale-Up Ventures, FundersClub and Y Combinator.

INACTIVE