Founder's Office
About Kastle
Kastle is building the AI employee for consumer lending. We work with some of America's largest banks and mortgage lenders, helping them scale their contact center and compliance operations using autonomous AI Agents that process payments, originate loans, and help customers get a world class experience during the biggest financial decisions of their lives. We've processed over $1 billion in transactions and are backed by Y Combinator and Commerce Ventures. If you are interested in building AI that is applied in the real world where precision, reliability, and performance matter and redefine access to credit across the world, apply below.
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.
Stand up a Finance function from the ground up
Internal Operations
Improve internal throughput: planning rituals, meeting structures, hiring process upgrades, tooling choices.
Partner with Finance 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 [email protected] with your resume or LinkedIn and a few sentences on the most operationally complex thing you've owned end-to-end.