Head of Finance

Location: Remote (US-based)

Team: Operations

Type: Full-Time, Employee

Compensation: $150-175K

Our Story

At Endear, we’re building the first modern CRM for retail teams—starting with the frontline. Our software empowers sales associates to have more personal, effective conversations with customers through AI-powered tools that drive measurable revenue.

Despite retail being 6x larger than eCommerce, most platforms overlook the in-store experience. We’re changing that. We’re here to help brands like Gorjana and Reformation turn real customer relationships into growth powered by intuitive software and thoughtful design.

Position Overview

As Endear’s Head of Finance, you’ll own all financial operations, planning, and strategy during one of the most exciting stages in our growth. You’ll take over forecasting, budgeting, and audit management from our current third-party provider, bringing these functions in-house and establishing the financial discipline that supports our next phase.

This is a strategic, high-impact role reporting directly to our CEO. You’ll serve as a trusted partner to leadership, driving decision-making with data and helping Endear balance profitability with sustainable growth. You’ll oversee external accounting vendors, prepare board-level reporting, and ultimately shape how the company scales.

You’ll have significant autonomy and ownership—ideal for someone who thrives in a modern, fully remote, fast-paced environment and wants to build a finance function from the ground up.

What You’ll Accomplish

In your first 6 months, you’ll…

• Take full ownership of Endear’s budget and forecasting processes, delivering accurate and timely financial updates to leadership.
• Identify, select, and manage external vendors for accounting and audit readiness, transitioning away from current third-party support.
• Become the in-house expert on “Endear’s money,” understanding every financial lever that drives performance.

In your first year, you’ll…

• Deliver consistent, accurate cash flow and runway forecasting that leadership can rely on for decision-making.
• Own all financial aspects of board reporting, including modeling, analysis, and key takeaways.
• Lead the company through a successful third-party audit and ensure ongoing compliance.
• Build scalable systems, processes, and dashboards that set the foundation for future growth.
• Partner with every department to drive financial clarity, discipline, and alignment to company goals.

You’ll Thrive in This Role If…

You Have Experience With

• Leading finance at an early-stage B2B SaaS company (ideally Series A–B), understanding SaaS metrics, including CAC, payback period, LTV, and churn.
• Managing budgets, forecasts, and monthly close processes, including running or managing third-party audits and accounting vendors..
• Building financial models that inform hiring plans, pricing strategies, and growth decisions.
• Maintaining strong internal controls and ensuring accuracy under tight timelines, working closely with CEOs and department heads to translate numbers into actionable insights.

Align With What We Value

At Endear, we live by five core principles. Here’s how they translate into what we’re looking for in this role:

• Customer First: Understand how financial strategy supports a customer-first product and business model.
• Take Ownership: Operate with autonomy, accountability, and a strong sense of stewardship over company resources.
• Enable Autonomy: Build systems and processes that help teams make better, faster, data-informed decisions.
• Under Promise, Over Deliver: Set realistic expectations, communicate clearly, and consistently deliver exceptional results.
• Innovate & Deliver Value Quickly: Continuously improve processes and insights to help Endear grow smarter and faster.

About the Team

You’ll partner with:

• Leigh Sevin (CEO): Strategic finance, cash planning, and board reporting.
• Casey (Head of Sales): Revenue forecasting and pipeline metrics.
• Department Heads: Budgeting and spend accountability.
• External Partners: Accounting, bookkeeping, and audit vendors (to be selected and managed by you).

We’re a small, fast-moving team. Everyone has high ownership, and your work will directly shape how Endear scales.

Our Hiring Process

• Screening interview with recruiter
• Behavioral interview with CEO
• Panel interview with key team members
• Take-home work product exercise
• Final interview with Co-Founders (presentation and strategic discussion)
• Offer 🎉

Compensation & Benefits

• Base Salary: $150-175K 
• Fully remote team
• Comprehensive healthcare (medical, dental, vision)
• Co-working or home office stipend
• Flexible PTO and unlimited vacation
• Opportunity to build the finance function from the ground up and influence how the company scales

Apply Even If You Don’t Check Every Box

If this role excites you but you’re unsure if you meet every requirement, reach out anyway. We care about skills, motivation, and how you think more than perfect resumes.