Enterprise Account Executive

Company shown to members 🔒 · Remote · Canada only

Canada only5+ years requiredCA$111K/yrPublished 22 October 2026Looks fresh

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First recorded by Psst: 23 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
5+ years required
Where you can live
Canada only
Skills and tools
salesforce, linkedin sales navigator, slack, zoom, b2b, saas
Job type
Full-time

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
Canada
Employment type
Full-time
Advertised pay
CA$111K/yr
Experience
5+ years required
Employer publication date
22 October 2026
First recorded by Psst
23 October 2026
Last checked at the source
10 November 2026

About the job

TAKE YOUR CAREER TO NEW HEIGHTS WITH the company! 🚀✨

At the company, our Sales team has a direct impact on our customers and prospects through connecting with the company’s award-winning RFP response software that will fuel their growth. We are growing our Enterprise segment (companies with over 2,500 employees) by adding an Enterprise Account Executive, New Business. We're looking for B2B SaaS Sales professionals who are excited to sell to Sales, Security, and Proposal Management teams.

The company is looking for an experienced results-driven, relationship-focused, and process oriented Enterprise Account Executive who wants to take their sales career to the next level! The ideal candidate has a strong blend of strategic thinking, previous B2B SaaS experience, and a self-starter attitude. You are curious, know how to listen, and understand what prospects are really saying. You work with prospects within the large enterprise segment to help solve their challenges and help them identify solutions to challenges they may not even know they have. You also develop strong relationships with our external partners to drive sales opportunities.

You will have a direct impact on the growth of the sales organization, and more importantly, play a key role in the success of the company!

Note: This is an existing vacancy on the team

💻 WHAT YOU’LL BE DOING

  • Play a key role in growing the company by driving forward sales opportunities within a defined market segment to generate new business revenue
  • Actively work within the partner ecosystem to drive sales initiatives and develop strategic partnerships that enhance business opportunities.
  • Partner with our Sales Development team to prospect target accounts and with the expectation to self-source opportunities every quarter
  • Navigate complex sales cycles with multiple buyers.
  • Inspire prospective customers by delivering a world-class sales experience, providing demos of the company platform, and navigating through the complete buying process
  • Deliver and negotiate sales proposals to prospective customers and work closely with senior leadership to close large opportunities
  • Build strong partnerships with your prospects and prepare them for success as customers with our Customer Experience team
  • Meet (and exceed) quarterly sales targets and consistently deliver accurate forecasts to sales management and the company leadership
  • Work closely with the company’s Product team to help evolve the company Platform based on market trends and customer requirements

✨ WHAT YOU’LL BRING TO THE TEAM

  • 5+ years of sales experience as an Account Executive or similar role, preferably in B2B SaaS, with a track record of proving success
  • Demonstrated experience managing complex sales cycles with multiple stakeholders at Enterprise organizations from start to finish, with a strong ability to uncover customer problems and highlight appropriate solutions
  • Demonstrated success working within a partner ecosystem, with a strong ability to foster relationships and drive collaborative sales efforts.
  • Proven track record of self-sourcing opportunities at large organizations
  • Ability to develop relationships with senior leaders and c-level executives
  • Experience using Salesforce (or other CRMs), sales automation tools such as LinkedIn Sales Navigator, and web conferencing tools
  • A proactive mindset with strong organizational and time-management skills
  • Self-aware individual who is eager to contribute feedback and ideas
  • Excellent presentation skills to connect with prospective clients on the phone and through delivering demos
  • Ability to thrive and adapt in a fast-paced startup culture along with highly motivated and passionate team members
  • Possess the ability and interest to try new things and not be afraid to take on a challenge independently; interested in contributing to enhancing the company’s marketing initiatives
  • Post-Secondary Degree or equivalent

WHERE YOU’LL WORK 📍

  • We are currently looking for candidates who live in or around the Greater Toronto Area and can access our co-working space in Downtown Toronto for the occasional Sales Team get-together.
  • the company is a remote-first workplace because we recognize the advantages of working flexibly. We are HQ’d in Canada, with established hub regions around the world where we hire from.
  • Our employees (or Loopers, as we call ourselves!) live and work in 🇨🇦 Canada (British Columbia and Ontario), 🇺🇲 US, 🇮🇳 India (specifically in Gujarat, Maharashtra, and Bengaluru), and 🇬🇧 London.
  • The majority of our team is based in ON and BC, which means these employees live and work remotely within a 300km radius of Toronto (within Ontario) and Vancouver (Within BC).
  • We offer flexible co-working locations available to Loopers in ON and BC. Those based in ON have the option of working out of our convenient co-working space located in the heart of Downtown Toronto and a 12-minute walk from Union Station. BC Loopers have the option to work centrally in Vancouver. It is whatever works best for you!
  • You’ll collaborate with your teams virtually across the UK, India, and North America (we’re just a Zoom call and Slack message away!) with core sync hours and focus time for headsdown work 🙇🏾 during the workday
  • We encourage asynchronous collaboration to effectively work as a global #OneTeam!

WHY YOU’LL ♥️ WORKING AT the company

  • Your manager supports your development by providing ongoing feedback and regular 1-on-1s, we leverage Lattice [link for members] for our 1:1s and performance conversations
  • You will have the opportunity to elevate 🪄 your craft and the opportunity to explore your creativity, with a dedicated professional mastery allowance for more learning support! We encourage experimentation and innovative thinking to drive business impact.
  • We offer a wide range of health and wellness benefits [link for members] to support your physical and mental well-being, starting day 1️⃣ with the company.
  • We’ll set you up to work remotely with a MacBook laptop 🍏, a monthly phone and internet subsidy, and a work-from-home budget to help get your home office all set up.
  • We’ll give you a Claude account to experiment with, automate your routine tasks, and build tools so you can work smarter every day.
  • You’ll be joining a supportive culture that has thoughtfully built out opportunities for connections in a remote first environment.
  • Participate in 🎤 townhalls, AMA (Ask-Me-Anything), and company celebrations to celebrate the big wins and milestones as #oneteam!
  • Our four Employee Resource Groups [link for members] offer opportunities for employees to learn and connect year-round.
  • You’ll be a part of an award-winning workplace 🏆with an opportunity to make a big impact on the business.

Questioning your qualifications? Read this ‼️ Hi there, we recognize that all too often, potential candidates don’t apply for a position simply because they don’t hit every single criteria included in the job description—particularly members of underrepresented groups.

Whether or not your experience ✅ checks off all the boxes on a job posting, we still encourage you to apply to ensure that your application receives a review from our team. We understand that a resume can only showcase so much during the applicant stage, so we've created prompts in the application for you to share more about yourself. If you've made a career transition (or a few!), you’re self taught in a new role, or you have skills/experience you’d like to highlight, we want to hear more about what you could bring to the table.

AI in Recruitment 👩🏻‍💻 At the company, we leverage  artificial intelligence (AI) technology to enhance our recruitment process. These tools assist with tasks such as resume screening, drafting preliminary job descriptions, generating initial interview questions, transcription and occasionally sourcing prospective candidates. However, AI is never used to make final hiring decisions; our use of AI  serves to support repetitive and administrative tasks in order to streamline our hiring and recruitment workflows. We are committed to the responsible use of AI in our hiring practices, prioritizing both  an improved candidate experience and operational efficiency. Our standardized hiring practices remain focused on reducing biases, with all key hiring decisions  solely made by our team. We continuously review and refine our hiring practices to align with  industry best practices and evolving legal guidelines

AI Usage in Interviews 🤖 The company interview process is designed to help us better understand your professional experiences, as well as your unique perspective and approach to delivery and collaboration. To ensure a fair and accurate assessment, we expect candidates to refrain from using AI-generated content to produce responses to our interview questions during the live interview, as our goal is to evaluate your own knowledge and problem-solving abilities - not those of an AI assistant. If AI-generated responses are identified during the interview, the company reserves the right to disqualify candidates from the interview process.

For specific roles that include a take-home assignment, our AI Interviewee Policy allows the use of AI for initial support; however, the final submission must be a true reflection of your personal insights, skills and decision-making.

The company is an equal opportunity employer that is deeply committed to building equitable workplaces that are diverse and inclusive. We actively encourage candidates from all backgrounds and lifestyles to consider us as a future employer. Please contact a member of our Talent Experience team [link for members] should you require accommodations at any point during our virtual interview processes.

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