Founder's Office

Kastle•San Francisco, CA

About The Position

Kastle is building an AI operating system for consumer lending, starting with mortgage. They work with large mortgage lenders to scale their contact center and compliance operations using AI-driven voice agents. The role is within the Founder's Office and will act as a force multiplier to the CEO and leadership team, focusing on execution of ambiguous, cross-functional problems such as GTM, product ops, customer delivery, hiring, and internal cadence. The goal is to drive these problems to crisp plans, clear owners, and shipped outcomes.

Requirements

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.
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)

Nice To Haves

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.

Responsibilities

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.
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.
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.
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.
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.