Founder's Office
Kastle · San Francisco
- On site
- Fulltime
- San Francisco
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Subject: Interested in the Founder's Office role at Kastle
Hi Casey — I came across the Founder's Office opening and wanted to reach out directly. I've spent the last few years doing exactly this kind of work, and Kastle stood out because…
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About the role
About Kastle
Kastle is building AI operating system for consumer lending, starting with mortgage. We work with some of America's largest mortgage lenders, helping them scale their contact center and compliance operations using AI-driven voice agents. Backed by Y Combinator, Commerce Ventures, and executives from Snapdocs, Google, and WePay, we are redefining lending with AI.
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.
What Success Looks Like (First 90 Days)
You've built a reliable founder/leadership operating cadence: priorities, KPIs, decision logs, follow-up system.
2–4 cross-functional projects are moving faster because you're driving alignment and execution.
Leadership is spending less time on coordination and more time on decisions.
Customer launches and deliverables are cleaner: clearer owners, fewer surprises, tighter comms.
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 (not required)
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.