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Account Executive - Canada

DailyPay is transforming the way people get paid. As a worktech company and the industry’s leading earned wage access solution, DailyPay uses an award-winning technology platform to help America’s top employers build stronger relationships with their employees. This voluntary employee benefit enables workers everywhere to feel more motivated to work harder and stay longer on the job while supporting their financial well-being outside of the workplace. DailyPay is headquartered in New York City, with operations throughout the United States as well as in Belfast. For more information, visit DailyPay's Press Center.

The Role:

Reporting to our Sales Director, the Account Executive will drive revenue for the company on the front lines of net new business in Canada. You will work directly with stakeholders and potential clients across Canada to further the success of DailyPay.

If this opportunity excites you, we encourage you to apply even if you do not meet all of the qualifications.

How You Will Make an Impact:

  • Become a DailyPay product maven and perfect your DailyPay presentation skills

  • Pitch and close qualified prospects via webinar, sales calls and in person presentations

  • Leverage relationships with product champions to expedite deals to close rate

  • Navigate corporate structures to demonstrate value to multiple team members

  • Use financial & analytical tools to communicate employee benefits to partner organizations

  • Own a pipeline of valuable relationships, consistently moving partners to a close

  • Consistently drive revenue production by meeting and exceeding a set quota

What You Bring to The Team:

  • 5+ years of experience in B2B inside or outside sales 

  • Proven success at meeting and exceeding quotas, especially with longer sales cycles

  • Industry experience in HR Product or Service sales, enterprise sales or SaaS sales

  • Demonstrated ability to develop and maintain relationships with key stakeholders including the C-suite Success selling to multiple decision makers across several departments

  • Passion to enable our partners and our company to reach new levels of success

What We Offer:

  • Exceptional health, vision, and dental care

  • Opportunity for equity ownership

  • Life and AD&D, short- and long-term disability

  • Employee Assistance Program

  • Employee Resource Groups

  • Fun company outings and events

  • Unlimited PTO

  • 401K with company match

 

DailyPay is committed to fostering an inclusive, equitable culture of belonging, grounded in empathy and respect, which values openness to opinions, awareness of lived experiences, fair treatment and access for all. We strive to build and develop diverse teams to create an organization where innovation thrives, where the full potential of each person is engaged, and their views, beliefs and values are integrated into our ways of working.

We encourage people of all backgrounds to join us on our mission. If you require reasonable accommodation for any aspect of the recruitment process, please send a request to peopleops@dailypay.com. All requests for accommodation will be addressed as confidentially as practicable.

DailyPay is an equal opportunity employer. All qualified applicants will receive consideration without regard to race, color, religion or creed, alienage or citizenship status, political affiliation, marital or partnership status, age, national origin, ancestry, physical or mental disability, medical condition, veteran status, gender, gender identity, pregnancy, childbirth (or related medical conditions), sex, sexual orientation, sexual and other reproductive health decisions, genetic disorder, genetic predisposition, carrier status, military status, familial status, or domestic violence victim status and any other basis protected under federal, state, or local laws.

#BI-Remote #LI-Remote

 

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Average salary estimate

$75000 / YEARLY (est.)
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$60000K
$90000K

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What You Should Know About Account Executive - Canada, DailyPay

Exciting times are ahead for you as an Account Executive at DailyPay, where we're revolutionizing the way people get paid! Based in the vibrant heart of New York City but serving clients across Canada, DailyPay is the leading earned wage access solution that empowers employees by providing them with flexible access to their earned wages. As an Account Executive, you will play a crucial role in driving revenue and securing new business by connecting with stakeholders and potential clients throughout Canada. You'll have the opportunity to become a DailyPay product expert, mastering the art of presentation and pitch delivery. By leveraging your established relationships, you'll expedite the closing of deals, navigating corporate landscapes to effectively communicate the value of our services. Your financial acumen will shine as you utilize analytical tools to showcase employee benefits to partner organizations. We’re on the lookout for someone who will not only manage a robust pipeline but also continuously exceed sales quotas. If you have 5+ years of B2B sales experience and a passion for helping partners achieve new heights, come join a company that cares deeply about its employees and their financial well-being! Our culture fosters inclusivity and empowerment, and we believe that collaboration leads to innovation. We can't wait to welcome you aboard and achieve great things together at DailyPay!

Frequently Asked Questions (FAQs) for Account Executive - Canada Role at DailyPay
What are the main responsibilities of an Account Executive at DailyPay?

As an Account Executive at DailyPay, you'll be responsible for driving revenue by connecting with prospects and stakeholders across Canada. You'll pitch and close deals through webinars, calls, and in-person meetings, while developing relationships and navigating corporate structures. Using financial tools, you'll demonstrate the value of DailyPay's solutions to potential clients, all while managing a robust pipeline of business opportunities.

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What qualifications should candidates have for the Account Executive position at DailyPay?

Candidates for the Account Executive role at DailyPay should have at least 5 years of experience in B2B sales, with a proven track record of meeting or exceeding quotas. Experience in HR products, enterprise sales, or SaaS sales is preferred. A strong ability to build relationships and navigate complex corporate structures is vital for success in this role, along with a passion for driving client success.

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How does DailyPay support its Account Executives in achieving sales targets?

DailyPay offers comprehensive support for its Account Executives, including training to become well-versed in the product, access to analytical tools for effective client presentations, and a positive, inclusive work environment that encourages collaboration. Additionally, the sales team is structured to facilitate quick deal closures, allowing you to focus on building long-term relationships and generating revenue.

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What is the company culture like at DailyPay for Account Executives?

At DailyPay, we're proud of our inclusive and equitable culture, where every team member's opinions and experiences are valued. As an Account Executive, you'll be part of a mission-driven team that emphasizes empathy, respect, and innovation. Our commitment to diversity ensures that different perspectives are integrated into our ways of working, making it an exciting place to build your career.

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What benefits can Account Executives expect from working at DailyPay?

Account Executives at DailyPay receive a strong benefits package that includes exceptional health, vision, and dental care, in addition to opportunities for equity ownership. You'll also have access to life and AD&D insurance, a 401K plan with company match, unlimited PTO, and an engaging work culture that fosters team bonding through company outings and events.

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Common Interview Questions for Account Executive - Canada
Can you describe your experience with B2B sales?

In your response, highlight your years of experience in B2B sales, focusing on specific industries or sectors you've successfully navigated. It's beneficial to mention particular achievements where you exceeded quotas, and how you overcame challenges in longer sales cycles.

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How do you build and maintain relationships with key stakeholders?

Talk about your strategies for relationship-building, such as regular check-ins, understanding client needs, and delivering value over time. Provide examples of past successes where you've been able to maintain fruitful partnerships with C-suite executives or multiple decision-makers.

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What approach do you take to close deals?

Share your methodical process for closing deals, including your approach to understanding client pain points, creating compelling proposals, and following up. Be sure to highlight any specific techniques or tools you use to ensure successful outcomes.

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How do you prioritize your sales pipeline?

Discuss your techniques for managing and prioritizing leads within your pipeline. This may include evaluating potential deal size, understanding timelines, and categorizing leads based on their readiness to buy. Explain how you adjust your approach based on these priorities.

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Describe a challenging sales situation you've faced and how you overcame it.

Provide a specific example of a challenge you experienced, describing the context and what made it complex. Discuss the steps you took to address the challenge and the outcome, showcasing your problem-solving skills.

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What motivates you to achieve your sales targets?

Reflect on both intrinsic and extrinsic motivations. Whether it’s the rush of closing deals, the satisfaction of helping clients, or personal goals, sharing your motivations can help interviewers see your passion and drive.

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How do you stay updated on industry trends?

Outline the resources you utilize for staying informed, including industry publications, webinars, networking events, and online communities. Emphasize how this knowledge helps you in conversations with prospects and enhances your overall effectiveness.

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What strategies do you use for pitching a product like DailyPay?

Discuss your approach to tailoring pitches to address specific client needs, along with your storytelling techniques to clearly communicate the value proposition of DailyPay. Give examples of successful pitches you’ve crafted in the past.

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How do you handle objections during the sales process?

Explain your method for actively listening to client objections, empathizing with their concerns, and providing factual, relevant information to alleviate those concerns. Share an instance where you successfully turned an objection into a sale.

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What do you believe sets DailyPay apart from its competitors?

Here, you can express your thoughts on the unique attributes of DailyPay, emphasizing aspects like cutting-edge technology, focus on employee well-being, and the impact on financial stability. Your insights can demonstrate your knowledge of the company and the market.

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DailyPay, powered by its industry-leading technology platform, is on a mission to build a new financial system. Partnering with America's best-in-class employers, including Dollar Tree, Berkshire Hathaway and Adecco, DailyPay is the recognized gol...

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DATE POSTED
April 12, 2025

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