Senior Director of Technical Program Management - Remote

As the Senior Director of Technical Program Management, you will be a key driver of efficiency, growth, and scalability at PayNearMe. This role focuses on maturing and scaling strategic technical program management practices to align operational processes with long-term business objectives. Reporting to the VP of Business Operations and partnering closely with our Product and Engineering leadership, you will oversee and ensure the delivery of our most critical cross-functional programs, with visibility into the full technical portfolio. You will evaluate, implement, and enhance project management best practices to strengthen program teams, tools, and communication channels. This role will also be accountable for driving reliability and quality programs that strengthen production readiness, incident response, and systemic risk management.

Balance leading key programs directly while also coaching and developing the TPM team, focusing on building, developing, and mentoring a high-performing TPM team, fostering a culture of continuous improvement. Your technical depth and strategic leadership will be crucial in ensuring delivery predictability, aligning processes with business goals, promoting team growth, and maintaining high standards of delivery excellence to achieve our company’s objectives.

Key Responsibilities:

• Portfolio Leadership:

  • Provide strategic direction across PayNearme’s technical program portfolio, ensuring alignment with company goals and clear visibility for leadership.

• Reliability & Quality

  • Lead cross-functional programs that strengthen system reliability, scalability, and production readiness.

• Governance:

  • Provide oversight and program leadership across PayNearMe’s technical project and program portfolio to drive successful execution.

• Operational Excellence:

  • Determine and implement technical project management best practices to ensure efficient and effective delivery.
  • Lead the organization to streamline processes, simplify and accelerate execution, manage objectives and key results, release on time, and bring tooling efficiencies.
  • Own and continuously improve the efficiency and consistency of technical delivery.
  • Collaborate to identify systemic inefficiencies and implement data-driven solutions to address them.
  • Drive company-wide planning, cross team alignment, and delivery health reporting across teams.

• Program and Project Management:

  • Partner with Product, Engineering, and business leadership to define and deliver strategic technical programs with company goals.
  • Ensure visibility and accountability by communication goals, milestones, timelines, and metrics to executives and stakeholders.
  • Lead all aspects of program execution, including prioritization, mobilizing cross-functional teams, tracking progress, resource planning, and risk remediation to deliver business and customer outcomes.
  • Scale process and tools to support larger teams and increasing complexity.
  • Apply technical fluency to inform decisions, anticipate risks, and act as a trusted thought partner to Product and Engineering leads.

• Team Leadership and Growth

  • Lead efforts to scale and standardize the TPM function across the organization, creating frameworks and fostering innovation.
  • Balance leading high-priority programs with hiring, mentoring, and developing a TPM team that builds trusted partnerships and domain expertise.
  • Develop talent within the team by establishing mentorship programs, professional development opportunities, and cross-training initiatives.
  • Be a culture carrier, connecting the organization to the company’s core values, building trusted relationships across functions and fostering a culture of accountability and continuous improvement

• B.S. in Computer Science or a related technical discipline, or equivalent experience.
• 10+ years of technical program management experience, leading complex technology projects and programs.
• 5+ years of people management experience leading teams to deliver technical programs or products from inception to delivery.
• Proven experience identifying and addressing systemic inefficiencies and scaling technical programs.
• Experience building, growing, and leading a technical program management organization.
• Expertise with Agile and Scrum frameworks and the application in product development and delivery.
• Fluency with the Atlassian ecosystem; Jira, Jira Product Discovery, Advanced roadmaps, and Atlas.
• Strong communication and executive presence; able to influence across all levels.
• Proven interpersonal skills, including relationship building and collaboration within a cross-functional team.
• Ability to influence across virtual teams and disparate stakeholder groups.
• Strategic, organizational thinker with a track record of strengthening program governance and controls within an organization.

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
• 4-6x / year in-person team meet-ups

Location: Flexible/Remote (within the US)

Salary Range: $200,000 - 250,000

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 respectful, transparent, 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.

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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, closed a $45M Series D round in June 2023 and is processing over $30B in payments annually. We’re headquartered in Silicon Valley with our employees distributed all across the U.S. Help us solve our clients’ biggest payment problems.