Senior Account Executive, Mid-Market

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 team with the addition of a Senior Account Executive for our Mid-Market segment (companies between 251 - 2,500 employee size). This role is a pivotal revenue-generating role at Loopio and the team has a significant impact on our growth. The ideal candidate has a strong blend of strategic thinking, previous SaaS experience, and a self-starter attitude. You are a B2B SaaS Sales professional who is excited to sell to Sales, Security, and Proposal Management teams. You are curious, know how to listen, and understand what prospects are really saying. You work with prospects to help solve their challenges and help them identify solutions to challenges they may not even know they have. 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 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. Deliver 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 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, Outreach 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 culture along with highly motivated and passionate team members The ability and interest to try new things and not 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 only looking for candidates who reside in the Greater Toronto Area and can access our co-working space in Downtown Toronto for the occasional Sales Team get-together (once a month) 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), 🇬🇧 London, and 🇮🇳 India (specifically in Gujarat, Maharashtra, and Bengaluru). 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’re an AI-forward company and weWe encourage experimentation and innovative thinking, especially when it comes to leveraging AI & Automation to drive business impact. You’ll receive structured sales onboarding created by our Revenue Enablement team during your ramp period to ensure you are set up for success. 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. 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 quarterly 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 all backgrounds and lifestyles to consider us as a future employer. Please contact a member of our Talent Experience team ( [email protected] ) should you require accommodations at any point during our virtual interview processes.