Senior Account Executive, Mid-Market

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,