About The Position

Loopio is hiring an experienced, results-driven, relationship-focused, and process-oriented Enterprise Account Executive to grow new business in its enterprise segment, defined as companies with more than 2,500 employees. The role sells Loopio’s RFP response software to Sales, Security, and Proposal Management teams and works with large-enterprise prospects to understand their challenges and identify solutions. The position also develops relationships with external partners to create sales opportunities and contributes directly to the growth of Loopio’s sales organization. This is an existing vacancy. The role involves managing complex, multi-stakeholder sales cycles from prospecting through negotiation and close. The Enterprise Account Executive partners with Sales Development to prospect target accounts, self-sources opportunities, delivers platform demonstrations and proposals, and prepares new customers for success in collaboration with the Customer Experience team. The role also provides market and customer feedback to Loopio’s Product team. This is a remote-first role. Loopio is seeking candidates who live in or around the Greater Toronto Area and can access the company’s downtown Toronto coworking space for occasional Sales Team gatherings. Employees collaborate virtually across North America, the UK, and India, using core sync hours and asynchronous collaboration.

Requirements

  • At least 5 years of sales experience as an Account Executive or in a similar role, with a track record of success.
  • Demonstrated experience managing complex sales cycles with multiple stakeholders at enterprise organizations from start to finish.
  • Ability to uncover customer problems and present appropriate solutions.
  • Demonstrated success working within a partner ecosystem, fostering relationships, and driving collaborative sales efforts.
  • Proven ability to self-source opportunities at large organizations.
  • Ability to develop relationships with senior leaders and C-level executives.
  • Experience using Salesforce or another CRM, sales automation tools such as LinkedIn Sales Navigator, and web-conferencing tools.
  • Proactive mindset and strong organizational and time-management skills.
  • Self-awareness and eagerness to contribute feedback and ideas.
  • Strong presentation skills, including connecting with prospective clients by phone and delivering demonstrations.
  • Ability to thrive and adapt in a fast-paced startup culture.
  • Willingness to try new things, take on challenges independently, and contribute to enhancing marketing initiatives.
  • Post-secondary degree or equivalent.

Nice To Haves

  • B2B SaaS sales experience.

Responsibilities

  • Grow Loopio by advancing sales opportunities within a defined market segment and generating new-business revenue.
  • Work within the partner ecosystem to drive sales initiatives and develop strategic partnerships that create business opportunities.
  • Partner with the Sales Development team to prospect target accounts and self-source opportunities each quarter.
  • Manage complex sales cycles involving multiple buyers.
  • Deliver platform demonstrations and provide prospective customers with a high-quality sales experience throughout the buying process.
  • Prepare and negotiate sales proposals, working with senior leadership to close large opportunities.
  • Build relationships with prospects and prepare them for success as customers in partnership with the Customer Experience team.
  • Meet and exceed quarterly sales targets and provide accurate forecasts to sales management and Loopio leadership.
  • Work with the Product team to inform development of the Loopio platform based on market trends and customer requirements.

Benefits

  • Ongoing manager feedback and regular one-on-ones.
  • Professional mastery allowance to support learning and development.
  • Health and wellness benefits supporting physical and mental well-being, starting on the first day.
  • MacBook laptop for remote work.
  • Monthly phone and internet subsidy.
  • Work-from-home budget for setting up a home office.
  • Flexible coworking locations for employees in Ontario and British Columbia.
  • Employee Resource Groups and company events, town halls, and AMAs.
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