Technical Project Manager

321 The Agency is seeking a Technical Project Manager to lead complex technical initiatives involving websites, enterprise integrations, CRM implementations, proprietary platforms, and AI-powered development. The role is responsible for end-to-end project planning and delivery, technical requirements documentation, stakeholder communication, quality assurance, risk management, and coordination of cross-functional technical resources.

Responsibilities:

• Own end-to-end project management for complex technical initiatives including custom website development, CRM integrations, API development, and proprietary platform builds like 321 AIM
• Develop comprehensive project plans including scope definition, technical architecture, resource allocation, timeline milestones, risk management, and budget tracking
• Lead technical discovery sessions with clients and internal stakeholders to understand business requirements, technical constraints, and success criteria
• Translate business objectives into detailed technical specifications, user stories, and acceptance criteria that guide development teams
• Manage project budgets and timelines, tracking actuals against estimates and proactively addressing variances to protect profitability
• Coordinate resources across development, design, Client Success, and external vendors to ensure seamless collaboration and delivery
• Facilitate agile ceremonies including sprint planning, daily standups, backlog grooming, sprint reviews, and retrospectives
• Create comprehensive technical requirements documents (TRDs) that define system architecture, data models, API specifications, integration patterns, and technical constraints
• Write detailed functional requirements documents (FRDs) that describe user workflows, business logic, interface requirements, and acceptance criteria
• Document system integrations including API endpoints, authentication methods, data mapping, error handling, and testing procedures
• Leverage AI tools to accelerate documentation creation, ensure completeness, and maintain consistency across technical specifications
• Develop user stories, use cases, and process flows that communicate requirements clearly to both technical and non-technical stakeholders
• Create data flow diagrams, system architecture diagrams, wireframes, and technical specifications using industry-standard tools and notation
• Maintain living documentation that evolves throughout the project lifecycle, capturing decisions, changes, and lessons learned
• Ensure documentation meets compliance requirements for regulated industries including HIPAA, SOC 2, and data privacy standards
• Champion AI-assisted development methodologies using platforms like Replit, GitHub Copilot, Cursor, and other AI-powered coding tools
• Guide development teams in leveraging AI for code generation, debugging, testing, documentation, and optimization to accelerate delivery cycles
• Architect solutions that integrate AI capabilities including natural language processing, machine learning models, predictive analytics, and intelligent automation
• Evaluate and implement AI development tools and platforms that improve team productivity, code quality, and project outcomes
• Define AI-specific requirements including model selection, training data needs, accuracy thresholds, and performance benchmarks
• Stay current on AI development trends, frameworks, and best practices, sharing knowledge with technical teams and stakeholders
• Assess technical feasibility of AI features, balancing innovation with practical constraints including cost, complexity, and time-to-market
• Manage custom website development projects from discovery through launch including design, development, content migration, and deployment
• Oversee CMS implementations and customizations across platforms including WordPress, HubSpot CMS, Webflow, and headless CMS solutions
• Define website requirements including information architecture, user experience flows, responsive design specifications, and performance targets
• Coordinate with Creative teams on design specifications, ensuring technical feasibility and maintaining design integrity through development
• Manage website integrations including CRM connections, marketing automation, analytics, payment processing, and third-party services
• Ensure websites meet accessibility standards (WCAG), SEO best practices, performance benchmarks, and security requirements
• Plan and execute website launches including DNS management, SSL certificates, quality assurance, and post-launch monitoring
• Lead complex integration projects connecting CRM platforms (HubSpot, Salesforce, High Level), marketing automation tools, and business systems
• Define integration requirements including data synchronization, real-time vs batch processing, error handling, and data validation rules
• Work with development teams to design and implement RESTful APIs, webhooks, and middleware solutions that enable seamless data flow
• Document API specifications including endpoints, authentication methods, request/response formats, rate limits, and error codes
• Manage third-party integrations and vendor relationships, ensuring SLAs are met and integration points remain stable
• Develop integration testing plans, coordinate QA activities, and validate data accuracy across connected systems
• Monitor integration performance and reliability, addressing issues proactively and implementing improvements
• Develop comprehensive testing strategies including unit testing, integration testing, user acceptance testing, and performance testing
• Create detailed test plans and test cases that validate functionality against requirements and acceptance criteria
• Utilize AI-powered testing tools for automated test generation, bug detection, and quality assurance at scale
• Coordinate UAT sessions with clients and stakeholders, managing feedback and ensuring issues are resolved before launch
• Identify and manage project risks including technical constraints, resource availability, third-party dependencies, and scope creep
• Implement change management processes that assess impact, maintain scope control, and protect project timelines and budgets
• Ensure projects meet security standards, compliance requirements, and data protection regulations relevant to regulated industries
• Serve as primary point of contact for technical project communication with clients, internal teams, and external vendors
• Lead client meetings including kickoffs, status updates, demo sessions, and strategic planning discussions
• Translate complex technical concepts into business language that non-technical stakeholders can understand and act upon
• Provide regular project status reporting including progress updates, milestone tracking, risk assessments, and budget reporting
• Facilitate decision-making when technical trade-offs arise, presenting options with clear pros, cons, and recommendations
• Build trusted advisor relationships with clients through consistent delivery, proactive communication, and strategic guidance
• Mentor junior team members on project management methodologies, technical documentation, and AI development practices

Requirements:

• 5+ years of experience in technical project management, preferably managing web development, software projects, or system integrations in an agency or professional services environment
• Strong technical background with understanding of software development, system architecture, APIs, databases, and modern web technologies
• Deep expertise in AI-assisted development including hands-on experience with Replit, GitHub Copilot, Cursor, or similar AI-powered development platforms
• Proven ability to write comprehensive technical and functional requirements documentation for AI-enhanced applications and intelligent systems
• Understanding of AI/ML concepts including model integration, training data requirements, API-based AI services, and practical AI implementation constraints
• Experience managing custom website development projects across various CMS platforms and modern web frameworks
• Expertise with CRM platforms (HubSpot, Salesforce, High Level) including custom integrations, API development, and complex implementations
• Strong understanding of API design, RESTful services, authentication protocols, data modeling, and integration patterns
• Proficiency with project management methodologies including Agile, Scrum, Waterfall, and hybrid approaches
• Advanced skills in technical documentation including technical specifications, system architecture diagrams, data flow diagrams, and API documentation
• Experience with project management tools (ClickUp, Jira, Asana, or similar) and documentation platforms (Confluence, Notion, or similar)
• Understanding of web security, HTTPS, authentication, data encryption, and compliance requirements for regulated industries (HIPAA, SOC 2)
• Strong analytical and problem-solving skills with ability to troubleshoot complex technical issues and identify root causes
• Excellent communication and presentation skills with ability to facilitate meetings, build consensus, and influence stakeholders
• Experience with AI-powered project management and documentation tools that accelerate planning, requirements gathering, and delivery
• Demonstrated ability to manage project budgets, track profitability, and make decisions that balance quality with financial constraints
• Proficiency with version control systems (Git), CI/CD concepts, and modern development workflows
• Continuous learner who stays current on AI development tools, project management trends, and emerging technologies
• Self-motivated leader who can drive projects forward without direct authority over technical resources
• Detail-oriented with exceptional organizational skills and ability to manage multiple complex projects simultaneously
• PMP, CSM, CSPO, or similar project management certification is a plus
• Experience working with regulated industries including healthcare, legal services, or financial services is highly valued