Robert Dewilder - Candidate Profile

Position: Planning & Zoning Commission Party: Republican¹ Election: November 4, 2025 Status: Endorsed by Republican Town Committee, July 15, 2025²

Biographical Information

Robert (Bob) Dewilder is a Weston resident since 2020, residing at 22 Lakeside Drive³ with his wife Trudi DeWilder, who works as a Senior Digital Business Analyst at Sony Music Entertainment.⁴

Professional Background

Technology Leadership

Robert Dewilder brings over 20 years of experience in engineering and management roles in the technology sector, progressing from technical administration to executive leadership positions.⁴

Current Position:

• Global Director of Information Technology - Sony Music Entertainment (New York)⁴
  • Oversees global IT infrastructure and operations
  • Manages technology strategy for a major entertainment organization
  • Leads international teams and complex technology implementations

Previous Experience:

• Chief Technology Officer - Worbli (blockchain financial services platform)⁴
  • Led technology strategy and development
  • Managed technical architecture and team
• Technical Lead - GenerEOS (EOSIO blockchain technology)⁴
  • Directed technical implementations
  • Coordinated development teams
• Unix System Administrator - University of Southern California⁴
  • Early-career technical administration role
  • Foundation in enterprise systems management

This career trajectory demonstrates advancement from hands-on technical roles to strategic leadership positions, with increasing responsibility for planning, project management, and organizational technology infrastructure.

Education

• Bachelor of Science in Computer Science - University of Southern California (1993-1997)⁴
  • Four-year degree program in computer science fundamentals
  • Foundation for career in technology leadership

Business Interests

Sonic Dewilder LLC⁵

• Business entity operating in Weston, Connecticut
• Registered at 22 Lakeside Drive, Weston, CT 06883
• Officers: Robert DeWilder and Trudi DeWilder
• Represents entrepreneurial activity and direct business ownership experience

Relevant Experience for Planning & Zoning

Robert's 20+ years of technology leadership experience⁴ provides several transferable skills relevant to Planning & Zoning Commission service:

Strategic Planning & Project Management

• Long-term infrastructure planning: Experience developing multi-year technology roadmaps and infrastructure strategies at global scale
• Complex project oversight: Led large-scale technology implementations requiring coordination across multiple stakeholders, timelines, and budgets
• Resource allocation: Managed budgets, timelines, and resources for enterprise technology initiatives
• Risk assessment: Evaluated technical and operational risks in major infrastructure decisions

Analytical & Technical Skills

• Systems thinking: Understanding of complex interconnected systems and how changes affect the whole
• Data-driven decision making: Technical background in analyzing complex information and metrics
• Technical documentation review: Experience evaluating detailed technical specifications and requirements
• Problem-solving: Analytical approach to identifying issues and developing solutions

Leadership & Management

• Global operations management: Oversees information technology infrastructure across international locations
• Cross-functional collaboration: Works with diverse teams including legal, finance, operations, and creative departments
• Stakeholder communication: Translates technical concepts for non-technical audiences
• Change management: Implements organizational changes affecting multiple groups

Business Perspective

• Business ownership: Direct experience as LLC owner provides understanding of business operations and regulatory compliance
• Private sector perspective: Can bring corporate project management methodologies and efficiency practices to municipal planning

Unique Technology Perspective

Robert's technology background could bring a different analytical lens to Planning & Zoning:

• Understanding of how technology infrastructure (broadband, utilities, smart systems) intersects with development
• Experience with data systems that could inform planning decisions
• Familiarity with how modern businesses use and require physical space
• Forward-thinking perspective on how technology trends affect land use

While his professional experience is in technology rather than traditional land use planning, many of the core skills—strategic planning, project evaluation, systems analysis, stakeholder management—are directly applicable to Planning & Zoning Commission work. The Commission regularly evaluates complex development proposals requiring careful analysis, long-term thinking, and balanced decision-making.

As a property owner since 2020, Robert also brings a homeowner's perspective on development and zoning issues affecting residential neighborhoods.

Public Service in Weston

Robert Dewilder is running as a first-time candidate for elected office in Weston.⁵

Policy Positions

No public policy statements available at this time.

Campaign Information

• Endorsed: July 15, 2025 at Republican Town Committee caucus²
• Running for: Planning & Zoning Commission¹
• Status: New candidate (not an incumbent)
• Ballot Position: 12B¹

Election Context

The Planning & Zoning Commission is one of Weston's most important elected boards, responsible for:

• Reviewing and approving development applications
• Updating and administering zoning regulations
• Creating the town's Plan of Conservation and Development
• Protecting Weston's character while allowing appropriate growth

Commission members serve four-year terms and must balance property rights with community planning goals.

Additional Information Needed

This profile is based on publicly available information and property records. Additional details about Robert Dewilder's:

• Vision for Weston's land use planning
• Positions on development and conservation balance
• Community involvement in Weston since 2020
• Perspective on current zoning challenges
• Priorities for the Planning & Zoning Commission

would provide voters with a more complete picture of his candidacy.

Voters are encouraged to:

• Attend candidate forums
• Contact the candidate directly through the Republican Town Committee
• Review campaign materials as they become available
• Ask questions at public meetings

Sources

Last Updated: October 17, 2025

Note: This profile will be updated as additional information becomes available through campaign events, candidate statements, and public forums.