At YouLand, our Chief of Staff is the operational right hand to the CEO. You’ll run daily execution across capital markets, deal flow, and sales pipelines—so the CEO can focus on fundraising and long-term strategy. Think of this as a hybrid of COO, revenue operations lead, and systems integrator, embedded across the full real estate lending lifecycle.
What You'll Do
Daily Operational Rhythm
Run and lead daily 9 AM deal syncs with sales, capital markets, and operations
Know exactly:
How many loans we’re closing today
How much capital is coming in and going out
Which deals are ready vs. stalled (and why)
Keep everyone on track—from processors to capital partners
Pipeline & Deal Management
Oversee all active borrower deals from origination → draw → payoff
Assign deals to the right processor based on workload and experience
Track documentation bottlenecks and help unblock team members quickly
Capital Market Alignment
Coordinate with internal and external capital markets teams
Understand which loans are being sold, at what price, and to whom
Ensure cash liquidity aligns with funding timelines and draw approvals
Partner with warehouse line providers and securitization partners
Cross-Functional Ops Oversight
Act as central coordinator across loan processing, underwriting, and post-close servicing
Track delinquencies and partner with our asset management team on resolution strategies
Help manage bad debt workouts, note sales, or legal escalations when necessary
What We’re Looking For
You’ve operated at the center of chaos and built systems that create clarity
You understand real estate lending or private credit (bonus: bridge loans, DSCR, fix-and-flip, or warehouse lines)
You can lead standups at 9 AM, talk pricing with capital partners at 10 AM, and unblock a processor by 3 PM
You bring high ownership, operational curiosity, and a bias toward execution
You’re humble, fast-learning, and thrive in a roll-up-your-sleeves environment
This Role Is Ideal If You…
2–4 years of experience in fast-paced, analytical environments (e.g., consulting, banking, venture, private credit, or startups)
Are a former Chief of Staff, BizOps lead, or early-stage operator ready to own a company’s heartbeat
Want a front-row seat to how real estate lending, capital markets, and fundraising work together
Aspire to grow into a COO or VP of Ops role in a high-growth startup
Can speak the language of both strategy and execution, and care more about outcomes than slide decks