Note: The job is a remote job and is open to candidates in USA. Crow Island Community Capital connects mission-oriented organizations and developers with financing for catalytic investments in economically distressed areas. The company is seeking a Chief Operating Officer to serve as the business integrator, owning operating systems, processes, technology, vendor relationships, finance and risk operations, and team accountability. The role supports timely deal closings while freeing the CEO to focus on vision, capital relationships, and growth.
Responsibilities
- Business Operating System — Own the company’s operating system end to end. Set and hold the meeting rhythm (weekly leadership meetings, quarterly planning, annual retreat). Build quarterly priorities with the CEO and drive them to completion. Run issue identification and resolution to closure. Maintain the accountability chart and the company scorecard
- People & Culture — Manage the outsourced HR partner and the policies, documentation, and compliance they maintain. Run the annual review cycle and make salary and bonus recommendations. Hold weekly or biweekly one-on-ones. Coach team members on individual growth and function execution. Lead recruiting, onboarding, and offboarding in coordination with HR. Protect and reinforce culture on a distributed team
- Process & Standardization — Own the standard for how the firm documents its processes and set the priorities for what gets documented next. Guide the process library at a cross-functional level — where it fits together, and where the gaps and risks are — while RevOps maintains, updates, and iterates the underlying SOPs, templates, checklists, and reporting formats. Ensure every core function has current documentation reviewed on a defined cycle
- Deal Portfolio Oversight — Own the operating cadence around the deal portfolio: transaction manager meetings, office hours, and portfolio-level visibility. Ensure every deal has a closing plan and that the plan is being executed on schedule. Surface stalled deals and flag risk early. Ensure post-closing deliverables and client feedback happen. You will not be underwriting or structuring — you will be making sure the people who do have what they need and are on time
- Finance & Risk — Manage the outsourced accounting relationship and coordinate with the outsourced tax advisor. Oversee the annual budget, rolling cash forecast, and revenue projections. Oversee invoicing, collections, payroll, and expense approval. Manage the insurance broker and annual renewals. Ensure corporate filings and registrations stay current
- Technology & AI — Own the technology stack — CRM and project management platform, procurement, security, and vendor management. Oversee the Revenue Operations function on systems, pipeline visibility, and reporting. Identify, evaluate, and implement automation and AI tools that reduce manual work and improve throughput
- Growth Support — Support business development and CDE marketing with systems, reporting, and materials. Maintain the firm’s marketing presence and client-facing tools in coordination with the CEO
- Special Projects — Identify annual strategic initiatives with the CEO, assign owners, build realistic implementation plans, and manage them to completion
Skills
- Bachelor's degree
- 8+ years of relevant professional experience, including at least 3 years owning operations, or general management for a professional services firm, financial services firm, or comparable organization
- Demonstrated experience running a business operating system such as EOS Traction or similar — meeting cadence, quarterly priorities, scorecards, and issue resolution — not merely participating in one
- Track record of taking full ownership of delegated responsibility and closing the loop without being managed
- Experience managing outsourced or vendor relationships (HR, IT, accounting, insurance) and holding them to standard
- Experience with financial statements, budgets and cash forecasting, and P&L ownership; able to review and question the numbers
- Experience directly managing and coaching experienced professionals
- Strong systems instinct — fluency with CRM and project management platforms, and genuine interest in automation and AI as operating tools
- Effective in a small, fully remote organization: high judgment, low ego, willing to do the work yourself when there is no one to hand it to
- Alignment with CICC's mission and values
- Background in finance and/or law
- Exposure to New Markets Tax Credits, community development finance, tax credit syndication, or real estate project finance
- Experience as an EOS Integrator or in a comparable operating-system role
- Advanced degree (JD, MBA, MPA, or similar)
- Familiarity with Monday.com, Claude, QuickBooks, and the Microsoft 365 stack
Benefits
- Performance bonus: 15% target bonus
- Health, dental, vision, and 401k
- Unlimited PTO
- Remote (U.S.-based only)
Company Overview