Role Description Simprints is entering a new phase of organisational scale and operational complexity. We are looking for an operational and detail-oriented Chief Operating Officer (Fractional/Part-time) to help strengthen cross-functional execution, governance, and AI integration across the company. This is not a traditional “head of operations” role responsible for directly managing operational departments. Instead, this role is focused on improving how the organisation operates between functions: - Driving accountability - Improving decision-making clarity - Integrating AI into our operations - Helping the leadership team execute more effectively You will work closely with the CEO and Management Team as an embedded executive operator, helping connect strategy to execution while improving organisational maturity without introducing unnecessary bureaucracy. This role is designed on a fractional basis (approximately 2-3 days per week), with an initial 3-6 month contract and the potential to continue long-term. Qualifications - Significant operational leadership experience within scaling startups, nonprofits, technology companies, or tech-for-good organisations - Experience operating as a COO, Chief of Staff, VP Operations, or equivalent senior operational leadership role - Strong track record of driving cross-functional organisational execution and operational clarity - Experience improving organisational systems, decision-making processes, and operational governance - Comfort chairing executive meetings and holding senior leaders accountable - Experience operationalising AI tools and workflows within organisations Requirements - Operational gaps remain across compliance, operational governance, and legal coordination - Country registrations and international operational infrastructure require stronger project management and follow-through Benefits - Genuine Impact: Work directly with our partners and users to deliver technology that has the potential to impact millions of lives across the globe. - An incredible, diverse team: Work at the intersection of technology and global development with a team drawn from all over the world. - Mutual Flex: A work culture where autonomy and trust are paramount. - Ultimate work-life balance: Encouragement to strike a balance between professional and personal life. - Professional development: Access to development plans and a generous professional development budget.

Title: Assistant Superintendent, Chief Academic Officer (CAO) Location: Telecommute Eligible, CA Remote Job Type Full-time Job Description: About The Cottonwood School The Cottonwood School offers dynamic homeschooling pathways for TK-12: a uniquely personalized, whole-learner approach that nurtures academic, social, and emotional achievement. The Cottonwood school is a tuition-free, public charter school serving transitional kindergarten through 12th-grade students in Alpine, Amador, El Dorado, Placer, and Sacramento Counties. We take an integrative approach that education is more than academic learning. We understand that a rich education includes social and emotional development as well as a strong academic foundation. Our Homestudy Pathway fosters holistic learning through the many activities and events we offer each month—field trips, workshops, hands-on, experiential activities. Our Cottonwood College Prep Academy is a hybrid on-site High School Pathway that offers Montessori-inspired project-based learning that encourages collaboration and creativity. At The Cottonwood School, we envision a world where students flourish, communities thrive, and staff are fulfilled. Position Summary: Under the direction of the Superintendent, this position provides senior-level leadership and executive oversight for the school’s instructional programs, including curriculum, instruction, counseling services, and student academic success initiatives. This position leads cross-departmental initiatives and ensures that academic systems and instructional practices effectively support the school’s mission, strategic vision, and continued growth. Serving as a strategic partner to the Superintendent and Board of Directors, this position translates organizational priorities into high-quality instructional systems that support student achievement and continuous academic improvement. This position communicates and interprets information regarding The Cottonwood School’s academic programs, policies, goals, and procedures. This position develops and oversees effective, compliant, and forward-thinking instructional systems that support Cottonwood’s continued academic growth and program quality. This position ensures that key academic functions, including curriculum development, instructional quality, academic support services, and counseling, operate cohesively using the Leadership Challenge model and in alignment with federal, state, and charter requirements. This position also oversees the full employee lifecycle for assigned academic departments, including recruitment, onboarding, training, supervision, evaluation, and discipline, in accordance Vacancies: 1 Direct Supervisor: Superintendent Salary Range: $174,000. - $204,000. Annual Schedule III-C (Executive Cabinet) Work Calendar: 220 Classification: Certificated FLSA Status: Exempt Employment Type: Full-time Location: On-Site (Telecommute-Eligible) Compensation & Benefits In addition to competitive salaries, The Cottonwood School offers eligible full-time employees a comprehensive benefits package that can include: Medical, Dental, Vision coverage, Life & Disability insurnace, 403(b) and 457(b) plans (with matching available for certain classifications), an Employee Assistance Program, Flexible Spending accounts for Health care and dependent care, Paid Time Off and sick leave benefits (for certain classifications and eligible staff), pet insurance, and more! *Compensation & benefits may be prorated based on date of hire* Certificated TCS is a STRS participating employer. Certificated employees are enrolled in the California STRS. Requirements Required Qualifications ? Bachelor’s degree from an accredited institution ? Valid California Administrative Services Credential or current enrollment in an approved Administrative Services Credential program ? Seven (7) or more years of progressively responsible experience in education, including leadership experience in instructional programs, curriculum, or academic systems ? Demonstrated experience leading instructional programs, curriculum development, and academic initiatives that improve student outcomes ? Experience supervising and developing instructional leadership staff (e.g., Directors, Associate Directors, or equivalent roles) ? Experience using student performance data and assessment systems to guide decision-making and improve instructional effectiveness ? Knowledge of California state standards, graduation requirements, and accountability systems Preferred Qualifications ? Master’s degree in Educational Leadership, Curriculum & Instruction, or a related field. ? Experience in a charter school or independent study environment ? Experience overseeing TK–12 academic programs across multiple grade levels or program types ? Experience leading large-scale instructional initiatives or organizational change efforts ? Experience working with governing boards, including presenting academic data and program outcomes ? Experience aligning curriculum, instruction, and assessment systems across departments Employment Requirements ? AB 2534 Verification ? Background Clearance ? Tuberculosis Clearance (Risk Assessment or Skin Test) ? I-9 Verification (Appropriate US Work Permits as required) ? Complete Required Mandatory Trainings for School Employees Salary Description $174,000.00 - $204,000.00

• **P&L Ownership: **Full P&L ownership across business units — you set the targets, you drive the outcomes, you own the number • **Operating System: **Build the accountability infrastructure from scratch — KPIs, scorecards, operating cadence, incentive structures, and process automations. Real systems with named outputs, not templates • **Team Performance: **Direct management of department heads and senior operators — radical clarity on expectations, consequences, and growth. You make the hard calls (exits, restructures, resets) without deferring upward • **GTM Execution: **Partner with marketing and sales leadership on pipeline, conversion, and revenue operations — you understand the levers and own them when needed • **Hiring & People Ops: **Partner with People & Talent to build management depth — you define the profiles, set the standard, hold the bar • **Founder Leverage: **Free the founders from operational management so they can focus on vision, growth, and external relationships — you are the connective tissue between strategy and execution

Role Description The founders are strong on vision, capital allocation, and commercial growth. The gap is the operating layer — management depth, accountability architecture, and the systems that allow leadership to work on the business instead of in it. We explored hiring a President. What we need is not another strategist. We need a hardcore operator who will own the P&L, build the operating system, hold the organisation accountable, and make the company more profitable. This is a role for someone who has done it before and wants to do it again at scale. What You Will Own - P&L Ownership: Full P&L ownership across business units — you set the targets, you drive the outcomes, you own the number. - Operating System: Build the accountability infrastructure from scratch — KPIs, scorecards, operating cadence, incentive structures, and process automations. Real systems with named outputs, not templates. - Team Performance: Direct management of department heads and senior operators — radical clarity on expectations, consequences, and growth. You make the hard calls (exits, restructures, resets) without deferring upward. - GTM Execution: Partner with marketing and sales leadership on pipeline, conversion, and revenue operations — you understand the levers and own them when needed. - Hiring & People Ops: Partner with People & Talent to build management depth — you define the profiles, set the standard, hold the bar. - Founder Leverage: Free the founders from operational management so they can focus on vision, growth, and external relationships — you are the connective tissue between strategy and execution. Qualifications - Verifiable P&L ownership — revenue grew or margin improved during your specific tenure, confirmable by a named third-party source. - Operated across at least two domain families: GTM (marketing / sales / CS), Ops/Finance (P&L / systems), and People (management / accountability). - Built operating infrastructure from scratch — not inherited, not fractional; real systems with named outputs and before/after outcomes. - Made hard people decisions: exits, restructures, performance management with consequences. - In-house operating experience inside an actual operating company (not exclusively consulting, advisory, or fractional). - DC DISC temperament — high Dominance and Conscientiousness; will push back on founders and drive accountability without consensus-seeking. - Managed teams of 30+ with direct reports at VP / Director level. - High IQ, high agency, high urgency — you move before you are asked. Strong Signals (Weighted, Not Required) - COO, President, GM, MD, VP Operations, or Head of Operations title in a founder-led company (50–500 employees). - Background in coaching, SaaS, agency, info products, performance marketing, or high-velocity services. - Doubled revenue or improved EBITDA margin by 5%+ in a tenure window, documented. - Built an operating cadence (weekly reviews, KPI dashboards, incentive structures) that outlasted your tenure. - Experience managing distributed / remote teams across multiple geographies. - Has spoken publicly about operating philosophy — podcasts, conference Q&A, written content. Hard Disqualifiers - Exclusively functional specialist - pure CMO, CFO, or CRO with no cross-functional P&L accountability. - Fractional or interim-only career with no in-house operating tenure. - Pure advisory or consulting background with zero in-house operating roles. - Harmony-seeking / consensus-building DISC profile — this environment is fast and founder-led. - Zero verifiable P&L or revenue outcomes across career. - No GTM exposure - an ops-only operator who has never owned a commercial outcome. The Environment This is not a polished corporate environment. We move fast, we change direction, and we hold high standards. The founding team is commercially excellent and operationally under-resourced. You will have real authority, real accountability, and real upside. If you need consensus to act, a structured onboarding programme, or six months to understand the business before driving outcomes, this is not the right role. If you have done it before, know what you are looking at within 30 days, and want to build something worth building — we want to talk. How This Search Works This search is being run through a structured sourcing process. Candidates are evaluated against a five-dimension scoring model before any conversation is scheduled. If you have been reached out to directly, it is because your verified career signals placed you in the top tier of 1,400+ operators reviewed. Compensation is competitive with the role's scope and accountability. Details are confirmed during the process.