Chief of Operations for Creative Strategy & Growth

Streetsense; Washington (District of Columbia); On-site; USD 180,000 - 280,000; Full time

Benefits offered by this job

Medical, Dental, Vision Insurance

401k match

Wellbeing resources

Job summary

Streetsense is seeking a Head of Operations to serve as the senior operational leader, uniting people, process, technology, and performance management to scale the business while preserving its entrepreneurial culture. Reporting to the Board, you will drive planning, forecasting, and cross-unit collaboration to enhance profitability and resource use.

The role requires a proven operator with experience in design, architecture, or professional services, strong financial acumen, and the ability to

Qualifications

• Strategic thinker and disciplined executor
• Emotionally intelligent and highly effective communicator
• Collaborative, pragmatic, and low-ego leader
• Comfortable operating in a Board-led environment
• Data-driven, with an appreciation for creativity and design
• Curious and committed to continuous improvement
• Effective coach, mentor, and developer of talent
• Entrepreneurial and comfortable navigating ambiguity and change

Responsibilities

• Partner with the Board and business-unit leaders to translate strategic priorities into measurable operating plans
• Lead annual planning, quarterly priority-setting, and execution reviews
• Establish clear goals, ownership, accountability, and firm-wide operational reporting
• Develop resourcing and performance benchmarks informed by industry best practices
• Improve profitability, margins, and operating efficiency in collaboration with Finance and unit leaders
• Establish disciplined monitoring of utilization, project profitability, backlog, forecasting, and resource allocation
• Develop reporting systems that provide timely, actionable visibility into operating performance
• Oversee and continuously improve the firm’s core operating infrastructure and workflows
• Improve the quote-to-cash process, including scoping, staffing, project setup, delivery, billing, and collections
• Establish scalable operating standards across service lines while preserving entrepreneurial flexibility
• Define and lead the firm’s operational technology roadmap
• Evaluate and implement AI, automation, and workflow tools that improve productivity and service delivery
• Improve integration among project management, CRM, finance, and resource-planning platforms
• Drive adoption, governance, and continuous improvement of operating systems
• Partner with business-unit leaders on organizational design and workforce planning
• Build leadership capacity, succession pipelines, and meaningful career-development pathways
• Strengthen goal-setting, feedback, performance management, and leadership accountability
• Reinforce Streetsense’s culture and entrepreneurial spirit while advancing a “One Streetsense” mindset across offices, disciplines, and business units

Skills

Strategic thinker

Disciplined executor

Emotionally intelligent communicator

Collaborative leadership

Data-driven

Continuous improvement

Coach and mentor

Entrepreneurial mindset

Job description

Streetsense is seeking a Head of Operations to serve as the senior operational leader, uniting people, process, technology, and performance management to scale the business while preserving its entrepreneurial culture. Reporting to the Board, you will drive planning, forecasting, and cross-unit collaboration to enhance profitability and resource use.

The role requires a proven operator with experience in design, architecture, or professional services, strong financial acumen, and the ability to