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Payments Success Specialist - SDR

Remote, USA Full-time Posted 2026-06-25

Payment Success Specialist - SDRs play a crucial role within our Payments Business, ensuring that our valued Payments customers are effectively engaged. Engaging Weave’s unattached base, not activated, Card Not Present, urgent reactive special projects.

In this role, Payment Success Specialist - SDRs will act as liaison between Payments and Sales by motivating non-activated and unattached customers to get started with Payments. Their expertise will include a strong understanding of the value of Weave Payments products, ability to accelerate revenue within billing workflows and incentivizing customers to start using Weave Payments.

Payment Success Specialist - SDRs collaborate closely with the Payment Success Account Management + Activation Specialists, Sales and Product teams to ensure successful engagement reinforcing the 2025 company pillar for Payments.

  • This position will be hybrid with 3 in-office days per week

  • Reports to: Manager of Payment Success

What You Will Own

  • Top-of-Funnel Demo Scheduling (Primary Focus): Drive the success of our Payments Upsell motion by identifying, engaging, and qualifying opportunities. You will be responsible for filling the top of the funnel by cold calling, emailing, and utilizing CRM tools to schedule high-quality demos for our Payments Sales and Success teams. A strong focus on outbound prospecting and lead conversion is essential in this role.

  • Engagement & Outreach: Execute proactive outreach to non-activated Payments customers and underutilized accounts. Participate in special projects and targeted campaigns to reignite interest and move accounts into the activation or upsell funnel. Cold calling will be a key part of daily activity.

  • Customer Retention Support: Partner with Customer Success and Support teams to assist in retaining at-risk, churning, or halted Payments customers by identifying upsell or re-engagement opportunities.

  • Customer Journey Focus: Maintain an intense focus on activating Payments customers across the full spectrum of the customer journey.

What You Will Need to Accomplish the Job

  • Ability to work full-time, in office 3 days per week.

  • Excellent verbal and written communication skills, with the ability to convey information clearly and professionally to diverse audiences.

  • Experience in initiating conversations through cold-calling and generating interest through targeted outreach initiatives.

  • Strong ability to follow and enforce company policies, procedures, and standard operating procedures (SOPs) with precision and attention to detail.

  • Exceptional problem-solving skills with a proactive approach to identifying and addressing customer issues and concerns.

  • Self-disciplined, highly motivated, and able to work independently as well as collaboratively within a team environment.

  • Flexibility and adaptability to stay current in a changing and fast-paced environment.

What Will Make Us Love You

  • Background of Payments knowledge or experience including payment processes, industry standards, trends, and best practices.

  • Previous sales experience, including experience with cold calling, is beneficial for this role.

  • Previous experience and knowledge using Stripe’s payments platform is preferred.

  • You embody Weave’s Core Values:

    • Customer is Everything

    • Stay Hungry

    • Do the Right Thing

    • Think Creatively

    • Care More

Weave is an equal opportunity employer that is committed to fostering an inclusive workplace where all individuals are valued and supported. We welcome anyone who is hungry to learn, problem-solve and progress regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, or other applicable legally protected characteristics. If you have a disability or special need that requires accommodation, please let us know.

All official correspondence will occur through Weave branded email. We will never ask you to share bank account information, cash a check from us, or purchase software or equipment as part of your interview or hiring process.

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