VP of Sales- B2B SaaS

VP of Sales

LendingWise | B2B SaaS | Private Lending & Financial Institutions

📍 Remote (US-based preferred)

💼 Full-Time | Executive Leadership Role

💰 Competitive Base Aggressive Performance-Based Compensation

*** PLEASE ALSO APPLY ON OUR WEBSITE FOR A VIDEO INTERVIEW HERE: https://app.tryxinterview.com/direct_invite/c1da1c11-5fe7-48d8-8f37-707e2c6d1923 ***

About LendingWise

LendingWise is a fast-growing B2B SaaS platform powering private lenders, brokers, and small banks nationwide. We provide a modern CRM Loan Origination System (LOS) purpose-built for private mortgage lending, bridge loans, fix & flip, construction, DSCR, CRE, SBA, and specialty lending.

We are bootstrapped, profitable, and scaling—with strong inbound demand, a sticky product, and a clearly defined ICP. This is not a turnaround role. This is a scale role.

Why This Role Is Special 🚀

This VP of Sales will step into a high-leverage environment:

📈 Strong inbound lead flow (marketing engine already working)

🧲 Product-market fit proven across hundreds of lenders nationwide

🎯 Sales process, demo, and pitch already dialed in

🧠 HubSpot fully implemented and deeply integrated

👥 Lean sales team (2 reps today) with room to scale rapidly

📊 Clear data, clean funnel, and real buying intent

You’ll be both closing deals and building the sales org—owning revenue end-to-end.

The Role

We’re looking for a hands-on VP of Sales—a true player-coach—who can:

Personally run high-impact demos

Close complex, high-value SaaS deals

Build, coach, and scale a sales team

Turn inbound demand into predictable revenue growth

You’ll work closely with the CEO and leadership team to define the sales roadmap and execute aggressively.

Key Responsibilities

Revenue & Closing

Own new revenue growth across SMB, mid-market, and enterprise lenders

Run live demos and close high-ACV deals personally

Optimize pricing, packaging, and deal structure

Improve close rates and shorten sales cycles

Sales Leadership

Hire, train, and manage sales reps (BDRs, AEs as we scale)

Establish accountability, forecasting, and performance metrics

Create repeatable onboarding and playbooks

Lead by example—this is not a “sit-back” role

HubSpot Ownership (Mandatory)

Deep ownership of HubSpot CRM, pipelines, reporting & dashboard

Ensure clean data, accurate forecasting, and real-time visibility

Partner with marketing to maximize inbound conversion

Continuously improve funnel efficiency

Strategy & Growth

Partner with marketing on lead quality, ICP refinement, and campaigns

Identify expansion, upsell, and cross-sell opportunities

Help shape product roadmap based on sales insights

Prepare the company for its next phase of scale

Mandatory Qualifications (Non-Negotiable)

Proven VP / Head of Sales or senior sales leadership experience in B2B SaaS with ACV range of $15-100k )

Strong, hands-on HubSpot expertise (pipelines, workflows, reporting)

Track record of managing sales team

Demonstrated ability to:

Run live product demos

Close high-value, consultative deals

Manage and scale a sales team

Experience selling complex software (CRM, LOS, fintech, vertical SaaS preferred)

Data-driven, process-oriented, and execution-focused

Strongly Preferred Experience

Fintech, lending, mortgage, banking, or financial services SaaS

Vertical SaaS or workflow-heavy platforms

Bootstrapped or founder-led growth environments

Scaling from a small sales team to a repeatable revenue engine

What Success Looks Like (First 6–12 Months)

Increased close rate on inbound opportunities

Clear forecasting and pipeline visibility

Sales team expanded and outperforming targets

Shorter sales cycles and higher ACVs

Revenue growth that outpaces headcount growth

Compensation & Upside

Competitive base salary

Aggressive commission / performance incentives

Meaningful upside tied directly to company growth

Executive-level influence and autonomy

Why You’ll Love This Role

You’re not fixing chaos—you’re scaling momentum

You get real autonomy and ownership

Direct access to the CEO and product leadership

A product customers genuinely love

A company built for long-term growth, not burn

If you’re a closer who can also build—this is your seat at the table.

📩 Apply with your resume and complete the self guided video interview on why you’re excited about building the sales engine at LendingWise.