Client Success, Originations Oversight and Supervision

Pylon

7d

About The Position

We’re seeking a Client Success, Originations Oversight and Supervision with deep mortgage operations experience and strong independent judgment. This is not a traditional customer support or relationship-only role. You will act as a senior operational partner to our originating customers, owning issue resolution end-to-end and ensuring loans move cleanly, compliantly, and predictably through the lifecycle.
You will work directly with customers while collaborating closely with underwriting, processing, product, and engineering to reduce errors, prevent rework, and improve system-driven workflows. This role is ideal for someone who has worked inside the loan file, understands where mortgages break, and is motivated to help build scalable, automated systems that eliminate those failures over time.
We are not a traditional mortgage lender. If you’re excited about operating with rigor today while helping design the future of automated mortgage infrastructure, this role is for you.

Requirements

• 7+ years of mortgage industry experience, with hands-on roles in processing, underwriting, or a similar operational function
• Direct experience working loans from application through CTC and closing
• Hands-on experience with mortgage disclosures, including preparing, reviewing, or validating LEs and CDs, with a strong working knowledge of TRID timing, tolerance categories, and re-disclosure triggers.
• Ability to independently sanity-check loan structure, including LTV, product eligibility, and basic compliance considerations
• Prior experience serving as an escalation point for brokers, borrowers, or loan officers
• Comfortable operating in fast-moving, ambiguous environments where processes are still being built
• Excellent written and verbal communication skills, with the ability to explain complex mortgage concepts clearly and confidently
• High attention to detail paired with strong problem-solving instincts and sound judgment

Responsibilities

• Act as a operational point of contact for originating customers, owning issue resolution from identification through closure
• Guide customers through the full loan lifecycle, providing clear, accurate direction on requirements, timelines, disclosures and next steps
• Own the operational health of assigned loans end-to-end, ensuring files progress on schedule and close on time by proactively identifying blockers, driving resolution, and coordinating across internal teams and customers.
• Proactively manage customer expectations to reduce inbound escalations and uncertainty
• Independently evaluate loan scenarios to identify potential structural, disclosure, or compliance risks before they escalate
• Catch missing, inconsistent, or incorrect inputs that could lead to redisclosures, delays, or downstream rework
• Provide firm, professional guidance to customers when corrections or process adherence are required
• Partner closely with underwriting, processing, and closing teams to ensure clean handoffs and aligned execution
• Serve as a trusted escalation point, reducing leadership involvement by resolving complex or high-stakes issues directly
• Coordinate with third-party vendors to ensure issues are addressed efficiently, quickly and accurately
• Identify recurring patterns, edge cases, and workflow gaps that impact loan quality or customer experience
• Collaborate with Product and Engineering to help define requirements, guardrails, and operational acceptance criteria
• Contribute real-world mortgage insight to improve automation, tooling, and system-driven decisioning
• Maintain clear, accurate documentation of customer interactions, decisions, and follow-ups
• Ensure customer-facing communication aligns with regulatory requirements, internal standards, and operational best practices

Benefits

• Ownership: Meaningful early-stage equity in Pylon
• Healthcare: Top-tier medical, vision & dental with support for dependents
• 401(k): Ability to save for your future
• Flexible Time Off: Be on when you’re on and off when you’re off
• Hardware Allowance: $2,000 to fix up your workspace
• Annual Off-sites: Fully paid for team off-sites in beautiful corners of the world
• At-cost Mortgages: We’ll help you finance your next home when you’re ready

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed