Technical Strategist - Websites and Web Applications

Urban Insight•Houston, TX

5d•$120,000 - $145,000•Remote

About The Position

Urban Insight is seeking a Technical Strategist (TS) to join their digital agency. This client-facing role involves partnering with Project Managers and Development teams to deliver successful digital projects, from strategy and design to development. The TS will also contribute to pre-sales efforts, defining technical approaches, shaping scope, and ensuring accurate estimates. This position requires collaboration, problem-solving, and aligning technical decisions with project goals and constraints. Additionally, the TS will be part of the Innovation Lab, exploring new technologies and shaping future service offerings.

Requirements

7–8+ years of experience in technical strategy, web development, or technical project leadership, preferably in an agency environment
Strong understanding of modern web architectures specifically Drupal, WordPress, and headless / composable
Experience working with agile methodologies such as Scrum or Kanban
Familiarity with CMS-driven websites, APIs, and system integrations
Strong ability to work in close partnership with Project Managers and cross-functional teams
Excellent written and verbal communication skills
Ability to translate complex technical concepts into clear, accessible language
Experience leading discovery, requirements gathering, and technical planning sessions
Ability to break down complex ideas into actionable work
Strong prioritization and time management skills
Comfortable managing multiple projects and responsibilities simultaneously
Proactive, detail-oriented, and accountable

Nice To Haves

Contribute to at least one project with clear, actionable technical planning (in the first 90 days)
Maintain ~70% billable utilization (in the first 90 days)
Demonstrate clear and consistent documentation practices (in the first 90 days)
Deliver on quarterly Rocks (≥80%) tied to strategic and technical priorities (in the first year)
Successfully support multiple projects from planning through delivery (in the first year)
Improve clarity and alignment across project teams through strong documentation and communication (in the first year)
Contribute to accurate scoping and reduced rework in pre-sales (in the first year)
Drive shared clarity across PM, Design, and Development on scope, priorities, and decisions (in the first year)
Contribute to Innovation Lab efforts through prototypes, pilots, or new approaches (in the first year)
Support ongoing improvements to process, tools, and team effectiveness (in the first year)

Responsibilities

Partner with clients to understand goals, constraints, and opportunities
Translate client needs into clear, actionable technical approaches
Align technical solutions with timeline, budget, and delivery realities
Identify risks early and contribute to mitigation strategies
Maintain alignment with Project Managers on scope, priorities, and project direction
Contribute to defining scope, assumptions, and delivery approach
Participate in project ceremonies including kickoffs, planning, and retrospectives
Support consistent communication and visibility across the project lifecycle
Produce clear technical plans, Jira tickets, and specifications
Ensure plans, decisions, and updates are documented in shared systems (Jira, Notion, etc.)
Collaborate with Tech Leads and engineers to validate feasibility and refine approaches
Evolve documentation as projects progress and new information emerges
Provide developers with clear context, requirements, and direction
Help remove blockers and reduce ambiguity during implementation
Align with Tech Leads on technical direction and implementation strategy
Guide teams toward pragmatic, efficient solutions
Partner with Sales and the pursuit team to scope projects and define technical approaches
Develop realistic level-of-effort estimates grounded in delivery experience
Collaborate with Development and Delivery leadership to ensure proposed solutions are realistic and aligned with team capacity
Clearly articulate assumptions, risks, and constraints
Support proposal development and client conversations
Validate work against acceptance criteria and technical expectations
Participate in QA and alpha testing as needed
Support successful, on-time, in-scope project delivery
Contribute to discovery engagements, prototypes, and pilot initiatives
Explore emerging technologies (AI, APIs, composable architectures)
Help translate innovation into practical, repeatable solutions
Share learnings through internal demos, documentation, or working sessions
Partner with CTO, Dev, PM, QA, and SysAdmin teams to improve workflows and tools
Contribute to a culture of transparency, collaboration, and continuous improvement