Enterprise Account Executive
The posting
Take your career to new heights with Loopio! 🚀✨
At Loopio, our Sales team has a direct impact on our customers and prospects through connecting with Loopio’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.
Loopio is looking for an experienced results-driven, relationship-focused, and process orientedEnterprise Account Executivewho 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 Loopio!
Note: This is an existing vacancy on the team
💻 What You’ll Be Doing
- Play a key role in growing Loopio 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 Loopio 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 Loopio leadership
- Work closely with Loopio’s Product team to help evolve the Loopio 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 Loopio’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.
- Loopio 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 Loopio
- Your manager supports your development by providing ongoing feedback and regular 1-on-1s, we leverage Lattice 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 to support your physical and mental well-being, starting day 1️⃣ with Loopio.
- 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 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 Loopio, 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 Loopio 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, Loopio 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.
Loopio is an equal opportunity employer that is deeply committed to building equitable workplaces that are diverse and inclusive. We actively encourage candidates from allbackgrounds and lifestyles to consider us as a future employer. Please contact a member of our Talent Experience team ( work@loopio.com ) should you require accommodations at any point during our virtual interview processes.
Where you can sell from
Fully remote, for people based in Canada.
Taken from Loopio's own posting, last seen live on 31 Oct 2026.
The application
Your details, CV and LinkedIn, then 15 questions (2 written).
- 1.Please share your preferred pronouns to ensure we address you correctly.Pick any: She / Her · He / Him · They / Them · Please use name only · optional
- 2.Where are you currently working?Short answer
- 3.Where are you currently located?Short answer
- 4.Loopio does not offer sponsorship. Candidates must be legally authorized to work in Canada without requiring employer sponsorship. Please confirm you meet this requirement.Yes or no
- 5.Which hub location are you based in?Pick one
- 6.Loopio is remote-first. However, for this specific role, we are only considering candidates based in the Greater Toronto Area, as it requires occasional in-person attendance at our Downtown Toronto co-working space for sales team meetings aYes or no
- 7.What is your desired annual base salary in CAD?Short answer
- 8.What is your desired annual OTE in CAD?Short answer
- 9.Please share a little bit about yourself and why you are interested in this opportunity.Written answer
- 10.What was your average quota attainment over the past 2 years?Written answer
- 11.In your most recent sales role, what was your average deal size?Pick one: Under $10,000 · $10,000 - $50,000 · $50,000 - $100,000 · Over $100,000
- 12.In your most recent sales role, what percentage of your pipeline was self-sourced?Pick one: 0-25% · 26-50% · 51-75% · 76-100% · Not applicable (no previous relevant experience)
- 13.In your most recent sales role, how were you typically assigned accounts or opportunities?Pick one
- 14.In your most recent sales role, how involved were you in conducting product demos?Pick one
- 15.In your most recent sales role, what was the typical length of your sales cycle, from initial contact to closed deal?Pick one: Less than 30 days · 30 to 60 days · 60 to 90 days · More than 90 days · Not applicable (no previous relevant experience)
From Loopio's apply page, checked 30 Oct 2026.
About Loopio
Sells AI RFP response software to sales, security and proposal management teams.
Pay schedule: Base plus commission, with equity offered on every sales posting.
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