Sales & Account Representative (Canada)
HELP TEXTS CANADA INC.
Full-time • Remote (Canada) • 4+ years experience • $90-100K CAD
Description
Help Texts is a growing SaaS business, delivering grief and mental health support via text across North America and in 62 countries around the world. We’re seeking a Sales & Account Representative to help us grow our Canadian business, translating models that have worked well in the US to the Canadian market. You'll join our small sales team — with a clear mandate to sell to hospices, funeral providers, palliative care providers, employers, and others looking for ways to support people during grief and other life challenges. Additionally you’ll manage key accounts, and take the lead on creating customer facing programs to increase adoption and activation.
Responsibilities
As our Sales & Account Representative, you'll drive sales growth and work with both prospective and existing customers. Responsibilities will include:
- Sell Help Texts directly to key Canadian markets
- Drive new logo acquisition and account growth
- Leverage our CRM and use playbooks, proven scripts, and repeatable processes to reach exponentially more customers in 2026
- Price new and renewing deals for successful completion and customer adoption
- Prepare decks for sales calls
- Draft proposals and follow up materials to advance prospects through the pipeline
- Attend and lead meetings with prospective and existing customers
- Build lasting relationships with customers and prospective customers
- Grow existing accounts by creating and managing onboarding and activation programs
Qualifications
Must-haves
- 4+ years of B2B enterprise software sales experience
- Track record of closing sales, preferably in regulated markets such as healthcare, mental health, and funeral care
- AI fluency as a work style — you use AI tools across all aspects of your work (copy, creative, analysis, research, strategy) and you're excited to push further, not just maintain the habit.
- Exemplary written and verbal communication skills and proactive communication habits
- Creative problem-solving abilities and attention to detail
- Experience using tools such as Google Workspace, Slack, and Hubspot. If there are tools you haven’t used before, you’ll learn them quickly
- Experience in a start-up environment that requires you to be proactive and self-directed
- Ability to travel across North America for internal meetings, customer meetings, conferences, and events
Who Thrives Here
You're curious, restless, and motivated to use your sales and communication skills to do work that really matters. You love being in calls and at conferences, building relationships and creating partnerships that help people get the grief and mental health support they need.
You are:
- Flexible. You adapt quickly to new situations and are happy to change focus unexpectedly and frequently.
- Empathetic. We work with people who are grieving and vulnerable, AND in a start-up environment where people are moving quickly, so your empathy and listening skills will help you to avoid making assumptions and remain person-centered at all times.
- Resilient. You ask questions when you don’t know the answer, share when you’re stuck, and gracefully receive and learn from direct feedback, knowing this will help you build new skills and contribute even more to the team’s success.
- Proactive and self-directed. You are a creative problem solver and like coming up with solutions to problems versus having a clear process to follow.
- Curious. You are happiest when you’re learning new things and come to every meeting and conversation having already researched and thought about what you can learn and contribute.
Compensation & Logistics
- Full time
- Reports to CRO
- Fully remote with availability during core hours: 9-3 PST
- Must live in Canada and be a Canadian citizen or permanent resident.
- Salary range: $90–$100K CAD commensurate with experience.
- Health benefits, flexible PTO, and a team that respects your time and autonomy.
- Start date: June 2026
About Help Texts
Life can be hard. Getting support shouldn't have to be 💙. Help Texts provides personalized, expert, grief and mental health support in 62 countries and 28 languages. We deliver affordable, multilingual, support globally via text message, for all of life's toughest moments.
Everything our team touches on a daily basis directly impacts the lives of others. We're a fully remote company that moves fast, holds high standards, and genuinely cares about our subscribers, our partners, and each other.
How to Apply
Send a short note and your resume to careers@helptexts.com. Skip the formal cover letter — tell us in a few sentences what drew you to this role and share one example of a sale or customer relationship you're especially proud of. We respond to every application.