About Us: Checkbook is a FinTech company building modern payment infrastructure for businesses. We help clients send and receive payments (including check-based payments) through a single platform - designed to be reliable, transparent, and operationally sound as volume grows. The Role: We are hiring a Payment Operations Manager to own and scale our payment operations function. This role sits at the intersection of payments, risk, customer experience, and process design. You will keep payment flows running smoothly end-to-end while building the controls, workflows, and reporting that let the business scale with confidence. This is a hands-on leadership role. You will run day-to-day payment operations and partner closely with Product, Engineering, Risk and Fraud, Finance, and Customer Support to improve accuracy, speed, and customer outcomes. This position is fully remote (USA based). Responsibilities: Own day-to-day payment operations Own the end-to-end payment operations lifecycle, including transaction monitoring, reconciliation, settlements, refunds, disputes, and exceptions. Ensure accuracy, timeliness, and appropriate controls across payment flows Maintain clear operating rhythms (daily, weekly, and monthly) to keep the function disciplined and predictable. Monitoring, exceptions, and risk partnership Oversee monitoring of incoming and outgoing transactions to identify errors, anomalies, and potential risk. Partner with Compliance, Finance, and Customer Support to strengthen controls, identify repeat exception patterns, and reduce recurrence through durable fixes. Maintain disciplined, well-documented exception resolution, with root-cause analysis and prevention as the standard. Reconciliation and financial accuracy Lead daily, weekly, and monthly reconciliations across payment channels and internal systems. Investigate discrepancies, drive resolution with the right owners, and implement preventative controls to reduce recurrence. Partner with Finance on settlement procedures, reporting requirements, and control design. Process design, documentation, and readiness Identify gaps and failure points in existing workflows, then redesign for clarity, scale, and audit readiness. Create and maintain process documentation, runbooks, and operating procedures that stand up to scrutiny and survive growth. Support audits, partner reviews, and internal testing with strong evidence trails and clean operational execution. Customer experience and escalations Serve as an escalation point for complex payment issues impacting customers. Ensure payment-related inquiries are handled promptly, clearly, and with a high bar for accuracy and professionalism. Partner with Customer Support to improve tooling, macros, and workflows that reduce repeat issues and customer frustration. Reporting and operational insights Build and maintain reporting on volume, trends, exception rates, reversals, and operational performance. Use data to surface risks, prioritize fixes, and inform product and operational decisions. Provide leadership with clear, regular visibility into payment operations health and readiness. Cross-functional execution Partner with Product and Engineering on new payment features, launches, and system enhancements, bringing an operator’s perspective to requirements and testing. Lead operational rollout plans for new capabilities, including training, documentation, controls, and monitoring. About You: Bachelor’s degree in Finance, Business Administration, or a related field (or equivalent experience). Four or more years of experience in payment operations, financial operations, fintech, or a related domain. Strong understanding of payment processing systems, transaction lifecycles, and reconciliation workflows. Proven ability to manage complexity, prioritize well, and operate calmly in a fast-paced environment. Highly analytical, with strong attention to detail and a practical, problem-solving mindset. Comfortable owning processes end-to-end and improving them as the business scales. Strong communicator who can work effectively across technical and non-technical teams. Familiarity with regulatory and compliance considerations in payments is a plus. Experience working with payment platforms, processors, or payment operations tooling is a bonus. Benefits: Medical, dental, vision, long-term disability, and additional insurance programs 401(k) Equity Compensation: Competitive base salary, bonus, and equity (commensurate with experience) Location: Remote (USA) Equal Opportunity Employment Checkbook is an equal opportunity employer. We make employment decisions based on job-related qualifications and business needs, without regard to race, color, religion, sex (including pregnancy), sexual orientation, gender identity, national origin, age, disability, veteran status, or any other status protected by applicable law. If you need accommodation during the application process, please contact us directly.

This role involves supporting our Heavy Industrial Services division as a Senior Manager of Structural Engineering. This is a remote position that will interface with teams and resources across the United States and international locations. Responsible for the execution of all activities of the structural departments within the division. Schedule, organize, direct and review all structural resources and activities. Provide enhanced customer support as a technical liaison, and support organizational business development initiatives as a technical resource. Identify resource and staffing needs, lead and/or participate in recruiting and interviews, onboard new team members, establish individual goals and expectations, and conduct performance reviews. Direct, develop, supervise and provide technical guidance to the structural departments. Establish and execute operational plans for the department with respect to routine, tools and resources to ensure consistent operations and growth of skill sets. Identify training and career development opportunities and create plans for the departments and specific individuals. Develop and implement policies, standards and procedures for the engineering and technical work performed in the department. Research, evaluate, and stay current on emerging and existing engineering design software, digital execution tools, workflows, and industry best practices. Supervise and review the preparation of engineering proposals including scopes of work, project schedules and cost estimates. Contribute technically or managerially on high visibility projects. Review discipline project financials with the department managers. Promote Orbital’s safety culture through active safety engagements and compliance audits. Support the organization through interaction with the other discipline managers, project managers and business unit leads. Ensure all department operational and project activities are completed in accordance with the Orbital Quality Management System (QMS).

The Technology Solutions Operations Lead is responsible for managing and optimizing day-to-day operations for Solution initiatives, programs, or product lines. The ideal candidate combines strategic thinking with hands-on execution and strong cross-functional coordination. Manage and optimize day-to-day operations for Solution initiatives, programs, or product lines Combine strategic thinking with hands-on execution Coordinate across multiple functions

The Client Specialist – Business Operations plays a key role in keeping our client CEOs organized, efficient, and moving forward. You will partner closely with CEOs to streamline operations, support business development, and ensure a smooth contracting and onboarding experience for their clients. Daily check-ins with the CEO to identify priorities and move projects forward Maintain CRM pipelines and advance sales opportunities Coordinate meetings and follow up with prospects and clients Run short-term projects and act as the gatekeeper of the CEO's time and focus Handle contracting workflows, prepare agreements in HubSpot, and track paperwork through completion Interface with client teams and occasionally onboard into client systems Value proactive initiative, professionalism, curiosity, and a solutions-focused mindset Enjoy creating order out of chaos and contributing ideas that help clients’ businesses grow This is a part-time, remote role that may include occasional weekend work to support board or advisory meetings.