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Enterprise Account Executive, New Business

Build your career at a tech company solving a real-world problem: the tedious and manual process of responding to RFPs. Help us innovate in the proposal space—and grow your career in the process.

Loopio is a workplace that unleashes learning & growth opportunities for our Loopers. We provide autonomous, challenging work that allows each employee to master their craft. We attract and retain people who are naturally curious, have grit and are eager to grow and build their careers. At Loopio, we genuinely support each other, because true success comes from working as #oneteam.


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 2500 employees) with the addition of 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 oriented individual 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 Loopio!


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 succes 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 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

  • Loopio is a remote-first workplace because we recognize the advantages of working flexibly. We have Hub Regions spanning across Canada, UK, and India, which means that employees live and work remotely within a 300 KM radius of Toronto (within Ontario),Vancouver (within British Columbia), Ahmedabad (within Gujarat), Pune (within Maharashtra), and London (UK) and work within regular business hours in their timezone. 

  • Loopio has two flexible co-working locations available to Loopers in ON and BC. Those based in ON have the flexibility of working out of our convenient coworking space located in the heart of Downtown Toronto and a 12-minute walk from Union Station. BC Loopers have the option to work from our co-working office in Gastown Vancouver. It is whatever works best for you!

  • You’ll collaborate with your teams virtually (we’re just a Zoom call away!) and have established core sync hours and focus time during the workday to enable us to work smarter together

Why You’ll Love Working at Loopio

  • Your manager supports your development by providing ongoing feedback and regular 1-on-1s 

  • You have tons of autonomy and responsibility: this role provides an opportunity to try new things and push creative boundaries

  • You’ll learn more than you thought was possible; our team is obsessed with personal and professional growth (every Looper receives a professional mastery allowance each year)

  • You’ll be set up to work remotely with a MacBook laptop, a monthly phone and internet allowance, and a work-from-home budget to help get your home office all set up! 

  • Join us in regular company socials, AMA (Ask-Me-Anything), and quarterly kick-off to celebrate the big wins and milestones as #oneteam!

  • You’ll be joining a culture that has thoughtfully built out opportunities for connections in a remote first environment.

  • We have Employee Resource Groups, various fun virtual activities, and many more moments for us to have fun and learn together! 

  • You’ll be a part of an award-winning workplace and one of Canada’s fastest growing companies with ample opportunity to make a big impact here!

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.


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 (work@loopio.com) should you require accommodations at any point during our virtual interview processes.

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What You Should Know About Enterprise Account Executive, New Business, Loopio Inc.

At Loopio, we are on the lookout for a passionate Enterprise Account Executive, New Business, to join our dynamic sales team. As we continue to innovate in the proposal space by tackling the tedious and manual process of responding to RFPs, you'll have the unique opportunity to make a direct impact on our customers and the growth of our organization. This role is perfect for those with a strong B2B SaaS sales background and a knack for building relationships. You'll be working closely with enterprise clients—companies with over 2500 employees—to understand their challenges and provide tailored solutions. The environment here is all about autonomy and growth; you’ll have the freedom to explore new strategies while receiving full support from your teammates. Expect to collaborate with our Sales Development team to prospect target accounts and drive sales initiatives. Your expertise in navigating complex sales cycles and your passion for delivering exceptional customer experiences will be key to your success. Plus, with loopers based across Canada, the UK, and India, you'll enjoy the perks of a remote-first workplace. If you're ready to take your sales career to the next level while making a difference in the tech industry, Loopio is the place for you!

Frequently Asked Questions (FAQs) for Enterprise Account Executive, New Business Role at Loopio Inc.
What are the responsibilities of the Enterprise Account Executive, New Business at Loopio?

As an Enterprise Account Executive, New Business at Loopio, you will be pivotal in driving new business revenue within defined market segments. This includes actively working within our partner ecosystem to enhance sales initiatives, navigating complex sales cycles with multi-stakeholder participation, and delivering engaging demos of our award-winning RFP response software. You'll also be responsible for developing strong relationships with prospects, preparing proposals, and collaborating with senior leadership to close significant opportunities.

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What qualifications do I need to apply for the Enterprise Account Executive, New Business position at Loopio?

To qualify for the Enterprise Account Executive, New Business role at Loopio, candidates should have at least 5 years of sales experience, specifically in B2B SaaS, along with a proven track record of successfully managing complex sales cycles. Experience with relationship-building and self-sourcing leads in large organizations is vital, as well as familiarity with CRM systems like Salesforce. Strong organizational skills and an eagerness to contribute to team success are also essential.

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Where will I be working if hired as an Enterprise Account Executive, New Business at Loopio?

Loopio operates as a remote-first workplace, enabling employees to work flexibly from home while maintaining a work-life balance. Loopers can be located within a 300 KM radius of major hubs such as Toronto, Vancouver, Ahmedabad, Pune, and London. Additionally, there are flexible co-working locations available in Ontario and British Columbia for those who prefer a collaborative atmosphere alongside their remote teams.

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What kind of support can I expect as an Enterprise Account Executive, New Business at Loopio?

At Loopio, support is at the heart of our culture. As an Enterprise Account Executive, New Business, you will receive ongoing developmental feedback from your manager, along with regular one-on-one meetings. You'll also enjoy an environment that promotes personal and professional growth with resources like a professional mastery allowance. Collaboration with various teams ensures that you have the backing you need, whether it’s for customer demos or strategic sales initiatives.

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How does Loopio promote employee growth for the Enterprise Account Executive position?

Loopio is dedicated to fostering a culture of continuous learning and growth. For the Enterprise Account Executive, New Business, this translates to various opportunities for personal and professional development, including training sessions, access to learning resources, and an annual mastery allowance. Regular team activities and social events also help strengthen connections among employees, making it easier to share insights and experiences that contribute to your career journey.

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Common Interview Questions for Enterprise Account Executive, New Business
Can you describe your sales experience in the B2B SaaS industry?

In your response, focus on specific achievements that highlight your skills in this domain. Mention the types of products you've sold, the sales cycles you've managed, and your experience with different sales strategies. Providing quantifiable results can strengthen your answer by showcasing how your contributions directly impacted revenue.

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How do you approach complex sales cycles with multiple stakeholders?

Demonstrate your process for managing complex sales by discussing how you identify key stakeholders, communicate effectively with each party, and navigate their differing priorities. Highlight any tools or strategies you use to simplify processes and ensure everyone is on the same page.

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What techniques do you use to self-source leads?

Share specific techniques you utilize for lead generation, such as leveraging social media platforms, networking events, or leveraging existing relationships to create new opportunities. Discuss how you measure success in self-sourced leads and your commitment to constantly refine your approach.

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Describe a time you successfully closed a significant deal. What was your strategy?

Use the STAR method (Situation, Task, Action, Result) to outline a specific example. Discuss the customers' pain points, the strategies you implemented to address those issues, and the outcome of your efforts. Highlight your negotiating skills and how you built trust throughout the process.

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How do you build rapport with new clients during initial conversations?

Focus on your active listening skills and ability to customize your pitch based on the client's needs. Explain how asking thoughtful questions and demonstrating knowledge about their business helps establish trust and connection, making it easier to build a working relationship.

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What role do you believe teamwork plays in achieving sales targets?

Emphasize the significance of collaboration within a sales team by mentioning how you leverage team strengths and communicate openly with colleagues. Discuss instances where working as a team led to greater success than working individually.

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How do you handle objections from prospective clients?

Illustrate your problem-solving skills by explaining how you view objections as opportunities. Share techniques you use to address concerns thoughtfully and ensure prospective clients feel heard, ultimately steering the conversation toward the benefits of your solutions.

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What tools do you use for sales and CRM management?

Mention the specific tools you are familiar with, such as Salesforce or LinkedIn Sales Navigator. Describe how you use these tools to track your pipeline, manage client communications, and analyze sales data, emphasizing the importance of organization in your sales process.

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Can you share an example of a creative solution you've provided for a client problem?

Share a compelling story that showcases your innovative thinking in the face of challenges. Discuss your problem, your thought process, and the resulting solution, highlighting how this solution provided value to the client or enhanced their experience.

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How do you stay motivated in a competitive sales environment?

Talk about techniques you use to maintain a positive mindset and focus on your goals, such as setting personal milestones. Discuss the role of self-motivation and how your passion for sales propels you to meet challenges head-on.

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Founded in 2014, Loopio offers a RFP response solution which streamlines the way enterprises respond to Requests for Proposals (RFPs), Requests for Information (RFIs), Due Diligence Questionnaires (DDQs), and Security Questionnaires. The company i...

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Full-time, remote
DATE POSTED
January 4, 2025

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