Remote Project Manager

Post Date

Jul 08, 2026

Location

Estero,
Florida

ZIP/Postal Code

33928
US
Sep 14, 2026 Insight Global

Job Type

Contract

Category

Project Manager

Req #

TPA-4a905fe4-0b38-47cb-a1b5-9f4b57648924

Pay Rate

$27 - $34 (hourly estimate)

Job Description

We are seeking an experienced Project Manager to lead complex IT, software delivery, and modern payments initiatives from planning through release and adoption. This role is responsible for translating business and customer experience priorities into executable delivery plans, with a strong emphasis on payment service provider (PSP) integrations, payment gateway modernization, payment orchestration, tokenization, fraud and chargeback controls, compliance readiness, and scalable digital payment experiences. The ideal candidate brings strong command of Agile and hybrid delivery models, software development life cycle practices, release planning, risk management, vendor coordination, and stakeholder communication across product, engineering, security, finance, operations, and external payment partners.

Lead end-to-end delivery of complex IT, software, and payments modernization projects, ensuring alignment with business goals, customer experience expectations, scope, budget, and timeline.
Develop and maintain project scope documents, detailed plans, schedules, milestones, and implementation roadmaps.
Coordinate product, engineering, QA, DevOps, security, finance, operations, vendors, and stakeholders to drive progress and resolve delivery dependencies.
Facilitate governance routines including status meetings, steering committee updates, executive reporting, release readiness reviews, and vendor performance reviews.
Identify, assess, and mitigate project risks, issues, and changes related to payment reliability, authorization performance, settlement, and compliance requirements.
Support payment platform modernization initiatives such as gateway consolidation, multi-PSP routing, failover design, token vault migration, digital wallet enablement, and payment method expansion.
Ensure project deliverables meet quality, security, compliance, and operational readiness standards before transition into production support or business ownership.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

Required Skills & Experience

Bachelor’s degree in business, Engineering, Information Technology, Computer Science, Finance, or a related field.
5+ years of project management experience, including ownership of large, complex, or enterprise-wide technology initiatives.
3+ years of experience supporting payment processing, payment service provider integrations, payment gateway implementations, digital commerce, fintech, banking, or related financial technology initiatives.
Proficiency with Microsoft Project, Jira, Confluence, and similar platforms.
Working knowledge of modern payment ecosystems, including PSPs, gateways, processors, acquirers, issuers, card networks, digital wallets, tokenization, and settlement.
Demonstrated success leading cross-functional teams and managing multiple stakeholders in fast-paced, highly regulated, customer-facing environments.
Strong knowledge of project management methodologies, including Agile, Waterfall, or hybrid delivery models.
Experience managing project schedules, risk registers, vendor dependencies, implementation plans, and status reporting.
Ability to partner with security, legal, compliance, and engineering teams on PCI DSS, data protection, audit readiness, network rules, and operational controls.
Excellent written and verbal communication skills, including executive-level presentations, vendor communications, and stakeholder management.

Nice to Have Skills & Experience

Experience delivering payment orchestration, gateway consolidation, multi-PSP routing, failover, token vault migration, direct acquirer integrations, or checkout modernization initiatives.
Hands-on project experience with PSPs, gateways, processors, digital wallets, alternative payment methods, subscription billing, recurring payments, or card-not-present commerce.
Experience in digital transformation, systems implementation, product delivery, ecommerce, fintech, banking, retail, or customer-facing digital products.
Background working in matrixed, global, or regulated organizations with multiple business units, vendors, and technical platforms.
Advanced analytical skills with the ability to translate payment data, operational trends, customer friction points, and financial impacts into decisions and action plans.

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.