SR Account Executive

Job Description

LendingWise — Senior Account Executive
Remote (US) · Full-time W-2 · Eastern or Central time zone preferred

LendingWise is the CRM and loan origination system (LOS) built for private lending. Our customers originate bridge, fix & flip, ground-up construction, DSCR rental, and commercial real estate loans They range from small brokerages to direct lenders, small banks, and credit unions with 100+ employees.

We’ve been in business 10+ years and our platform has processed $100B+ in loans. We answer to customers, not investors.

We’re hiring a Senior Account Executive who can run two very different sales motions without blending them together.

On Tuesday you might be on discovery call three with a 75-person bridge lender: mapping the COO, the processing team, the fund manager, and outsourced IT, then building a close plan with them.

Private lending is a tight-knit industry. Every lender talks to every other lender, so we don’t burn accounts to hit a number. You’ll sell on value, protect margin, and set customers up to succeed after the signature. You’ll work directly with the CEO and have real input on how our sales playbook evolves.

Enterprise deals (50+ employee lenders, banks, credit unions)

• Manage security reviews and vendor due diligence, with support from our technical team.

• Hand every new customer to Customer Success with clean, complete notes.

Pipeline and process

• Build your own enterprise pipeline using Apollo, LinkedIn, industry events, and referrals.

• Keep HubSpot accurate: deal stages, stakeholders, next steps, and close dates.

• 4+ years as a closing AE in B2B SaaS, including deals of $15K–$100K+ ACV with 3+ stakeholders.

• Experience selling into financial services: lending, mortgage, banking, or fintech.

• A habit of trading value for concessions instead of giving away price.

• A disciplined CRM practice (HubSpot preferred) and honest forecasting.

You’ve sold an LOS, loan servicing software, or lending data/technology.

• You know private lending products: bridge, DSCR, construction draws, CRE.

• You’ve handled vendor due diligence or security reviews with banks or credit unions.

• You have a network in the private lending and real estate investor world.

On-target earnings (OTE): $[140,000–170,000], uncapped.

• Commission: paid on net new ARR. Bonuses: for annual prepay and multi-year contracts.

• Ramp: a guaranteed ramp period while you learn the platform and build pipeline.

• You’re closing SMB deals independently, with clean HubSpot records and no off-policy discounts.

• Your pipeline is 3x+ your quota, built partly from your own outbound.

You’ve raised our average enterprise contract value.

• Your customers go live smoothly and renew.

• You’ve helped shape the sales playbook the next AE will learn from.

Expanding platform. Servicing, draw management, fund management, and AI tools give you more to sell into every account.

• A deal isn’t won until the customer is live and getting value.

• Private lending is a small world.

Applications without them won’t be reviewed.

Describe your follow up/Sales plan for a 3-person broker vs. Want to follow up on your application?