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Vice President of Sales - Remote

Company Description

PayNearMe develops technology to facilitate the end-to-end customer payment experience, making it easy for businesses to accept, disburse and manage payments. Our modern and reliable platform lowers the total cost of payments by increasing acceptance rates, driving self-service and simplifying exceptions. We future-proof our clients’ payments roadmap by including all payment types and channels through a single contract and integration.

With PayNearMe, businesses can transform the outdated systems holding them back from achieving progress.

PayNearMe has over 200 employees, raised a $45M Series D round in June 2023, and processes billions in payments annually. Headquartered in Silicon Valley, our team is distributed across the U.S. Join us in solving our clients’ biggest payment challenges.

Job Description

As a fast-growing fintech company, we are seeking a dynamic and results-driven Vice President of Sales to lead our sales organization and drive revenue growth. This is a high-impact, strategic leadership role reporting directly to the Chief Revenue Officer (CRO) and will play a critical part in scaling our business.

What You’ll Do

Sales Strategy & Execution

  • Develop and execute a scalable, repeatable sales strategy aligned with PayNearMe’s growth objectives.
  • Identify new market opportunities, key customer segments, and expansion strategies to accelerate revenue growth.
  • Establish and manage a predictable and data-driven sales process, ensuring efficiency and high conversion rates.
  • Drive the adoption of structured sales methodologies (e.g., MEDDIC, Challenger) to optimize deal execution.

Leadership & Team Development

  • Recruit, develop, and mentor a high-performing sales team, fostering a culture of accountability, excellence, and continuous learning.
  • Implement best practices in sales coaching, performance management, and career development to retain top talent.
  • Set clear goals, KPIs, and incentive structures that align with company objectives and motivate the team.

Revenue Growth & Market Expansion

  • Own and optimize the sales pipeline, forecasting, and revenue targets to ensure sustained growth.
  • Expand PayNearMe’s presence in key verticals and build strategic partnerships that drive long-term value.
  • Collaborate cross-functionally with Marketing, Product, and Client Success to enhance demand generation, product positioning, and client retention.

Customer & Partner Engagement

  • Build and maintain strong executive-level relationships with key customers, industry stakeholders, and partners.
  • Ensure a seamless sales-to-customer experience, working closely with Client Success to drive adoption and retention.
  • Stay ahead of industry trends, competitor strategies, and market dynamics to inform sales decisions and competitive positioning.

Qualifications

What We’re Looking For

  • 10+ years of sales leadership experience, preferably in fintech, SaaS, or payments.
  • Proven track record of scaling and leading high-performing sales teams and driving significant revenue growth.
  • Proven experience developing and executing successful GTM strategies and sales playbooks.
  • Strong knowledge of enterprise sales cycles, pipeline management, and forecasting.
  • Expertise in sales methodologies (e.g., MEDDIC, Challenger) and process optimization.
  • Exceptional communication, negotiation, and stakeholder management skills.
  • Data-driven mindset with the ability to analyze key metrics, identify trends, and drive strategic decisions.
  • Experience working in a fast-paced, high-growth environment, with the ability to adapt and execute quickly.
  • Bachelor's degree in Business, Marketing, or a related field (MBA preferred).

Location & Travel

  • Remote (U.S.-based) with up to 40% travel for client meetings, industry events, and team engagements.

Additional Information

Benefits

  • Base salary per year (paid semi-monthly)
  • Fast- paced and professional work culture
  • Stock options with standard startup vesting - 1 year cliff; 4 years total
  • $50 monthly communication expense stipend to go towards your phone/internet bill
  • $250 stipend to enhance your WFH setup
  • Reimbursement for peripheral equipment: monitor (up to $400), keyboard and mouse (up to $200)
  • Premium medical benefits including vision and dental (100% coverage for employees)
  • Company-sponsored life and disability insurance
  • Paid parental bonding leave
  • Paid sick leave, jury duty, bereavement
  • 401k plan
  • Flexible Time Off (our team members typically take off ~3-4 weeks per year)
  • Volunteer Time Off
  • 13 scheduled holidays

Salary Range: $250,000 - $300,000 base salary

PayNearMe strives to create a workplace where all employees thrive. Our core values represent who we are today and we take pride in the way we work with each other as well as with our stakeholders.

We’re in this together to do the right thing. We deliver real results we are proud of while remaining respectfultransparent, and flexible.

PayNearMe is an equal opportunity employer. We are diligently and thoughtfully working towards cultivating a diverse workforce which in turn, enhances our products and services for the communities we serve. Applicants who represent all backgrounds are strongly encouraged to apply.

Candidate information will be treated in accordance with our job applicant privacy notice found at: https://home.paynearme.com/ccpa-privacy-notice-jobs-employees/

Assistance for Disabled Applicants

Alternative formats of this Notice are available to individuals with a disability. Please let us know if you need assistance.

All your information will be kept confidential according to EEO guidelines.

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Average salary estimate

$275000 / YEARLY (est.)
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$250000K
$300000K

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What You Should Know About Vice President of Sales - Remote , PayNearMe

If you're ready to take your career to the next level, PayNearMe is calling your name as our new Vice President of Sales! Based out of Santa Clara, CA but flexible for remote work, you'll join our innovative fintech team dedicated to transforming the customer payment experience. In this pivotal role, you'll spearhead our sales strategies, helping businesses embrace the latest payment technologies while driving significant revenue growth. We’re looking for someone who can develop and execute a scalable sales strategy, identify new market opportunities, and optimize our sales processes for maximum efficiency. You’ll have the chance to build and mentor a powerhouse sales team—sharing your expertise and fostering a culture of excellence. Don't worry, you won't be doing this alone! Cross-functional collaboration with our Marketing, Product, and Client Success teams will enhance our efforts in demand generation, while your networking skills will help you establish strong partnerships. At PayNearMe, we're not just about reaching targets; we're fully invested in retaining and nurturing lasting relationships with our customers. So, if you have over ten years of sales leadership experience, particularly in fintech or SaaS, along with a proven track record of driving revenue and scaling teams, we want to hear from you. Join us on this exciting journey and help reshape the future of payments with PayNearMe!

Frequently Asked Questions (FAQs) for Vice President of Sales - Remote Role at PayNearMe
What are the responsibilities of the Vice President of Sales at PayNearMe?

As the Vice President of Sales at PayNearMe, your primary responsibilities will include developing and executing a scalable sales strategy aligned with our growth objectives, identifying new market opportunities, managing the sales pipeline, and driving team recruitment and development. This role will also require you to establish best practices in sales methodologies and maintain strong relationships with key customers and partners.

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What qualifications do I need to apply for the Vice President of Sales position at PayNearMe?

To be a successful candidate for the Vice President of Sales role at PayNearMe, you should have at least 10 years of sales leadership experience, particularly in fintech or SaaS. A proven track record of scaling sales teams, expertise in developing go-to-market strategies, and exceptional communication skills are paramount. A Bachelor's degree in Business or Marketing is required, and an MBA is preferred.

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How does PayNearMe support the development of its sales team?

At PayNearMe, we prioritize team development by fostering a culture of accountability and continuous learning. As the Vice President of Sales, you will implement best practices in coaching and performance management, helping to retain top talent and encourage the growth of your team members through set goals, KPIs, and incentive structures.

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What is the expected salary for the Vice President of Sales at PayNearMe?

The salary range for the Vice President of Sales position at PayNearMe is between $250,000 and $300,000 per year, alongside comprehensive benefits such as stock options, flexible time off, and medical coverage. This competitive compensation reflects the critical nature of the role in driving our company’s success.

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What is the work culture like at PayNearMe for the Vice President of Sales?

The culture at PayNearMe is fast-paced and collaborative, encouraging innovation and transparency. As the Vice President of Sales, you will be part of a supportive environment that values diverse perspectives and teamwork, allowing you to thrive both personally and professionally while making a significant impact on the company's growth.

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Common Interview Questions for Vice President of Sales - Remote
Can you describe your sales methodology and how it aligns with PayNearMe's approach?

When discussing your sales methodology, be sure to explain how structured approaches like MEDDIC or Challenger align with PayNearMe's data-driven sales strategy. Share specific examples of how you've applied these methodologies in previous roles to drive revenue and ensure that your focus aligns with the company's growth objectives.

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How would you approach developing a scalable sales strategy for PayNearMe?

In answering this question, emphasize your analytical skills by discussing how you would assess market data, identify key customer segments, and create tailored strategies. Highlight the importance of collaboration with other departments, such as Product and Marketing, to ensure your strategy is aligned with overall company growth.

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What experience do you have in building high-performing sales teams?

Share your past experiences with recruiting, coaching, and mentoring sales teams. Explain the specific methods you’ve used to build team culture, set performance metrics, and how you've been able to motivate and retain top talent in prior roles.

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How do you prioritize and manage your sales pipeline?

Discuss the tools and methodologies you utilize for effective pipeline management, such as CRM systems or dashboard metrics. Provide a brief overview of your process for assessing leads, forecasting revenue, and ensuring that your team stays focused on key targets.

Join Rise to see the full answer
Can you provide examples of how you've successfully entered new markets?

When asked this question, be ready to share specific case studies or examples of how you've identified opportunities, conducted market analysis, and positioned your organization effectively. Highlight strategies you implemented to achieve market penetration and the results that followed.

Join Rise to see the full answer
How would you ensure alignment between sales and marketing at PayNearMe?

In your response, focus on the importance of communication and collaboration. Discuss strategies for encouraging joint planning sessions, sharing data and insights, and creating a seamless feedback loop that allows both teams to work together towards shared goals.

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What role do you believe data plays in shaping sales strategy?

Elaborate on how data analytics informs decision-making in sales strategy. Discuss your experiences analyzing performance metrics, identifying trends, and how you leverage this information to make adjustments to your approach for increased efficiency and conversion.

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How do you handle underperformance within your sales team?

Provide actionable strategies you've implemented to address underperformance. Highlight the importance of regular check-ins, constructive feedback, and creating personalized development plans to guide team members back on track to meet their goals.

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Can you tell us about a time when you had to pivot your sales strategy due to market changes?

Prepare a detailed narrative that outlines a specific instance where you adapted your sales strategy to respond to market shifts. Focus on your analytical process, the decisions made, and ultimately the positive outcomes that arose from your flexibility.

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How do you stay informed about industry trends that could impact sales at PayNearMe?

Discuss your commitment to continuous learning by mentioning resources, such as industry publications, networking events, and professional development opportunities. Highlight how staying informed is essential for maintaining competitive positioning and adapting sales strategies effectively.

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PayNearMe is the modern and reliable payments platform that lets your customers pay how, when and where they want. Accept cash, debit, credit, ACH and mobile-first payment methods including Apple Pay and Google Pay—all with a single platform. Pa...

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CULTURE VALUES
Customer-Centric
Mission Driven
Dare to be Different
Passion for Exploration
Social Impact Driven
Fast-Paced
Transparent & Candid
Growth & Learning
Startup Mindset
Work/Life Harmony
Inclusive & Diverse
Diversity of Opinions
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Full-time, remote
DATE POSTED
April 19, 2025

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