CRE Debt Originator – VP, Commercial Real Estate (Remote)

You've closed CRE financing deals. You know how to work with borrowers, navigate a lender matrix, and get a transaction across the finish line. Now imagine doing all of that with better technology, a stronger lender network, and economics that actually reflect your production. That's Gumption.

We're a capital markets platform built by CRE owners for CRE owners — and we're growing fast. We use AI and deep lender relationships to cut financing timelines in half and deliver best-in-market terms. We're looking for a proven CRE debt producer to own a market and build something big with us.

If you've spent time closing commercial real estate loans — as a mortgage broker, a bank CRE originator, a CMBS or agency loan officer, or a debt fund originator — this role was written for you.

About the Role

This is a production role. You'll own origination from first call to close — sourcing opportunities, structuring debt, managing lender relationships, and driving your own pipeline. You'll have the backing of Gumption's AI-powered platform, a curated lender network, and a lean team that moves fast and cuts through the noise.

What You'll Be Doing

• Source and close financing transactions: Originate, structure, underwrite, and close debt transactions across CRE asset types — multifamily, industrial, retail, office, mixed-use, and more. Bridge, CMBS, agency, construction, and balance sheet — you know the products.
• Own your pipeline: Leverage your existing relationships and build new ones with sponsors, property owners, funds, family offices, and CRE professionals. This is high-activity origination — calls, emails, relationships.
• Lead financial analysis: Size debt, stress-test deals, and interpret financial models including cash flow projections, sensitivity analyses, and valuations. Fluent in NOI, DSC, LTV, and IRR.
• Prepare deal packages: Draft sharp, accurate investment memoranda and lender packages that move fast.
• Use the edge we've built: Leverage Gumption's AI platform, lender matching tools, and CRM to work smarter and close more.

Who We're Looking For

We want a producer — someone who has independently originated and closed commercial real estate loans, not just supported a team that did. We're specifically targeting candidates from:

- Commercial mortgage brokerages (you've brokered and closed your own deals)

- Bank, credit union, or insurance company CRE lending teams

- CMBS, agency (Fannie/Freddie/HUD), or bridge lender origination desks

- Debt funds or private credit platforms with direct borrower relationships

You should have:

• 4 years of hands-on CRE debt origination — real origination, not just transaction support
• A track record of independently closing deals (deal sizes of $2M ; annual production of $20M preferred)
• Existing borrower or intermediary relationships you can bring to a new platform
• Deep familiarity with CRE underwriting, capital stack structures, and lender criteria across asset types
• Bachelor's degree in finance, real estate, accounting, or equivalent; CCIM, CFA, or CAIA is a plus

Why Gumption?

• Base uncapped upside: Unlike most origination roles that are commission-only, we offer a base salary plus uncapped commission — downside protection while you ramp, and no ceiling on what you can build.
• The tech actually works: Our AI platform pre-underwrites deals, matches lenders, and eliminates the friction that slows deals down everywhere else. You'll close more, faster.
• We move fast: No bureaucracy. No politics. No committee approvals that kill momentum. We operate with an extreme sense of urgency — because time kills all deals.
• High-agency, flat team: You own your market. We're not micromanagers. Produce results, earn the autonomy.
• Health coverage: Comprehensive medical benefits included.
• The offices are legit: Chattanooga (gym, sauna, cold plunge) and Birmingham (renovated warehouse, golf simulator). Remote to start, with the option to anchor in a market.

Zero corporate fluff. Real deals. Real upside. Built different.

Apply on LinkedIn. You can also send your resume to careers@gumption.dev.

Gumption is proud to be an equal opportunity employer. We welcome candidates of all backgrounds and experiences and are committed to building a diverse, inclusive workplace.