Chief Financial Officer (CFO)

Compensation – $180,000 – $230,000 + Performance Bonus

About Us

Sleepyhead is one of the fastest-growing brands in the sleep industry — recently named to the Inc. 5000 list of America’s fastest-growing private companies. We’re a modern, Scottsdale-based e-commerce company shaking up the college sleep market with our premium mattress toppers and sleep essentials. Known for our high-performance products, data-driven marketing, and strong brand identity, Sleepyhead has built a loyal following of students, parents, and young adults who love better sleep (and better design).

Position Overview

Sleepyhead is seeking a highly experienced and visionary Chief Financial Officer (CFO) with deep, hands-on e-commerce finance experience to lead the company’s financial strategy, capital planning, and operational scaling as we enter our next phase of rapid growth. This role will serve as a key member of the executive leadership team, working directly with the CEO to drive long-term strategy, profitability, and enterprise value creation.

This is not a traditional CFO role; the ideal candidate has a strong background in high-growth, direct-to-consumer (DTC) or e-commerce environments, with a deep understanding of marketing-driven revenue models, customer acquisition economics, and digital channel performance. This leader will play a critical role in aligning financial strategy with performance marketing, inventory planning, and rapid scaling initiatives.

Responsibilities

Executive Financial Leadership:

Provide strategic leadership over all financial functions, including accounting, FP&A, tax, treasury, compliance, and risk management.
Serve as a core partner to the CEO and executive team, helping define company vision, strategic priorities, and long-term growth plans within a high-growth e-commerce environment.
Build, lead, and scale a high-performing finance organization, including internal team members and external partners.
Establish financial discipline while supporting aggressive growth across digital channels and product expansion.
Oversee financial reporting accuracy, audit readiness, and regulatory compliance.

E-Commerce Financial Strategy & Growth Execution:

Own company-wide financial planning, including budgets, forecasts, and long-range models tied directly to e-commerce performance drivers.
Lead financial strategy across key e-commerce levers including pricing, promotions, inventory investment, and channel mix.
Partner closely with marketing leadership to optimize customer acquisition cost (CAC), lifetime value (LTV), return on ad spend (ROAS), and channel scalability.
Analyze performance across paid media (Meta, Google, TikTok), Amazon, and other digital sales channels to guide investment decisions.
Drive visibility into contribution margin, cohort performance, and unit economics at a granular level.
Identify opportunities to improve margin, reduce inefficiencies, and scale profitably across all revenue channels.

Capital Strategy & Investor Relations:

Lead all capital strategy initiatives, including fundraising, debt financing, and capital structure optimization.
Own investor relations, including board reporting, financial presentations, and stakeholder communications.
Build and manage relationships with investors, lenders, and financial institutions.
Oversee cash flow management with a strong focus on inventory cycles, working capital, and e-commerce cash conversion dynamics.
Support M&A opportunities, partnerships, and strategic investments.

Operational & Financial Infrastructure:

Design and implement scalable financial systems and reporting frameworks tailored to e-commerce operations and high transaction volume environments.
Oversee ERP implementation, financial automation, and integration with platforms such as Shopify, Amazon, and marketing analytics tools.
Partner cross-functionally with operations and supply chain to manage inventory planning, demand forecasting, and fulfillment cost optimization.
Ensure financial processes scale alongside rapid growth in order volume, SKUs, and marketing spend.
Drive continuous improvement in reporting speed, accuracy, and actionable insights.

Qualifications

Bachelor’s degree in Finance, Accounting, Economics, or related field required; Master’s degree strongly preferred.
CPA, CFA, or MBA highly preferred.
12–15+ years of progressive finance leadership experience, with significant experience in e-commerce, DTC, or consumer brands (required).
Proven track record of scaling financial operations within a high-growth e-commerce business.
Deep expertise in marketing-driven financial models, including CAC, LTV, ROAS, contribution margin, and cohort analysis.
Hands-on experience supporting or leading performance marketing finance and channel-level profitability analysis.
Experience leading capital raises, investor relations, and financial strategy at a senior level.
Strong understanding of inventory management, supply chain finance, and working capital in an e-commerce environment.
Advanced proficiency in QuickBooks Online, ERP systems, and Excel-based financial modeling.
Experience with platforms such as Shopify, Amazon Seller Central, and marketing analytics tools strongly preferred.
Strong leadership presence with the ability to influence executive decision-making.
Excellent communication, strategic thinking, and problem-solving skills.
Ability to operate effectively in a fast-paced, high-growth environment.

Must be based in or willing to relocate to Scottsdale, AZ and work in-office Monday–Friday.

Why Join Sleepyhead?

Executive Leadership Opportunity

Play a key role shaping the financial and strategic direction of a rapidly scaling e-commerce brand.

Direct Impact on Growth

Drive financial strategy behind marketing, product expansion, and digital channel scaling.

High-Growth Environment

Join an Inc. 5000 company entering a critical stage of expansion with significant upside potential.

Sleepyhead

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Chief Financial Officer