Senior Sales Development Respresentative (Remote)

Work Type: Full Time

About Rally: 

At Rally, we believe that everyone has the right to affordable and accessible legal services. Our goal is to provide law firms with the technology they need to do their jobs better, move beyond the hourly billing model, and increase access to their services — all without hurting their bottom line.

Rally began in January 2018 and has maintained a lean team and worked with one of Canada's largest law firms to design and develop our flagship legal automation & client collaboration tool.

With this unique opportunity to join a rapidly growing startup at the ground level, you'll find yourself with considerable influence on the direction of the product and our company culture. You will work side-by-side with the leadership team and contribute to our mission of bringing the legal industry into the 21st century.

About You:

  • You're comfortable being part of a small but fast growing team 

  • You're able to navigate the chaos of startup life and have the ability to independently distill the abstract and unknown into actionable steps forward

  • You thrive in an unstructured environment with the freedom to decide how you work best. You appreciate a flexible work environment and don't need a boss hanging over your shoulder to get the job done

  • You are an exceptionally strong communicator and can function effectively within a distributed team

  • You are comfortable conveying feedback to the product team on features/configurations that will make Rally more valuable and easier to adopt


  • Work with prospects to understand their business challenges

  • Qualify and setup meetings between prospective customers and sales executives

  • Prospect and cold-call firms as well as re-engage past prospects.

  • Keep CRM (Pipedrive) up to date with all executed and planned activities

  • Work closely with the Sales & Marketing team to establish ways to improve our sales strategy

  • Participate in weekly Sales & Marketing meetings to provide feedback on lead quality and quantity

  • Respond to live chat sales inquiries that come in through our website

  • Report to sales manager with weekly, monthly, and quarterly results


  • Excellent communication skills

  • Ability to work remotely

  • Track record of achieving sales quotas

  • Experience with CRM software (e.g. Pipedrive, Hubspot, Salesforce)


  • Flexible Paid Time Off

  • Autonomy and responsibility; we measure ourselves on results and let you determine how you get the job done

  • Flexible work environment; join us in the heart of downtown Toronto at our Yonge & Dundas office or in our St John’s office at the Genesis Centre, or work from home as often as you like

  • Endless career growth potential; Rally is an early-stage company which means you'll have influence and leadership opportunities from day one


  • Highly competitive base salary

  • Option to participate in company benefits plan

Rally is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

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