Founder's Office

About the role

You'll sit in the Founder's Office and act as force-multiplier to the CEO and leadership team. This is not a coordination role — this is an execution role. You'll take ambiguous, cross-functional problems (GTM, product ops, customer delivery, hiring, internal cadence) and drive them to crisp plans, clear owners, and shipped outcomes.

What You'll Do

• CEO & Founder Enablement - Own the CEO's operating cadence: weekly priorities, KR tracking, meeting hygiene, decision logs, follow-ups. Turn leadership conversations into action: write crisp memos, capture decisions, assign owners, drive closure. Prepare internal and external meetings: briefs, stakeholder maps, agendas, talking points, post-meeting execution.
• Strategic & Cross-Functional Execution - Run special projects across Product, Engineering, Sales, and Customer Success — often simultaneously. Build lightweight systems: dashboards, templates, playbooks, and operating routines that scale. Drive 0→1 initiatives: customer onboarding plans, KPI frameworks, pricing analyses, process redesigns.
• GTM & Customer Delivery Ops - Support enterprise deal execution: proposal/SOW hygiene, pricing models, redline coordination, mutual action plans. Create customer-ready artifacts: exec updates, ROI/KPI reporting, launch comms, rollout plans. Own the details on high-stakes timelines: dependencies, risk flags, escalation paths.
• Compliance, Quality & Governance - Help operationalize compliance: tracking policy updates, QA workflows, audit-ready documentation, evidence collection. Maintain discipline around change management: what changed, why, who approved, what the rollout plan is.
• Internal Operations - Improve internal throughput: planning rituals, meeting structures, hiring process upgrades, tooling choices. Partner with Finance/BizOps on budgeting, vendor management, and operational metrics as needed.

Who You Are

• High-agency operator: you proactively diagnose problems and drive solutions end-to-end.
• Structured thinker: you write clearly, make crisp plans, and turn ambiguity into concrete next steps.
• Low ego, high standards: you do what it takes, and you care about quality.
• Fast learner: you can ramp quickly in complex, regulated domains.
• Trustworthy: you handle sensitive information with discretion.
• Comfortable with intensity: early-stage pace, shifting priorities, and high expectations.
• Founder energy: you're a past founder, or have ambitions of becoming one.

Preferred Background

• 3–7 years experience in a demanding environment: startup ops, consulting, banking/fintech ops, product ops, investment/strategy, or founder-led roles.
• Prior work with enterprise customers and/or regulated workflows (finance, mortgage, insurance, healthcare).
• Strong writing: memos, project plans, customer updates, specs.

Skills We Care About

• Project management (real execution, not just status updates)
• Exceptional written and verbal communication
• Analytical ability (Excel/Sheets, basic modeling, KPI design)
• Stakeholder management (execs and ICs, internal and external)
• Operational rigor (process, documentation, follow-through)

How to Apply

Email rishi@kastle.ai with your resume or LinkedIn and a few sentences on the most operationally complex thing you've owned end-to-end.