Controller (Finance)

Scale VirtuallyChicago, IL, US

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Job Description

Financial Controller – Strategic, Tactical & Process-Driven Leader

We’re hiring a dynamic, experienced Financial Controller to lead financial operations across a growing portfolio of entrepreneurial ventures. This is not a back-office or passive oversight role — it's an opportunity for a builder with both strategic vision and operational precision to drive scalable growth and enforce disciplined financial execution.

This position is ideal for someone who

Is comfortable with conflict , capable of engaging in healthy tension to protect financial integrity.

Takes time to reflect and improve systems rather than just reacting to daily fires.

Is energized by change and variety , thriving in a fast-paced, founder-led environment.

Has meticulous attention to detail , seeing what others miss and tightening up every loose bolt.

Key Responsibilities

Financial Leadership

Oversee full-cycle accounting including month-end, quarter-end, and year-end close across all entities.
Maintain rigorous control over general ledger activity, AP / AR, reconciliations, and reporting.
Deliver timely and accurate financial statements, dashboards, and analysis.
Coordinate with external accountants, tax advisors, and auditors to ensure compliance.

Process Implementation & Strategic Oversight

Build and enforce consistent, scalable financial SOPs across entities and teams.

Introduce tools and systems to enhance financial visibility and eliminate inefficiencies.

Serve as a thought partner to the founder and leadership team, translating business strategy into financial impact.

Provide data-driven insights to support growth, investments, and resource allocation.

Team Leadership & Cross-Functional Collaboration

Lead and mentor internal and external finance support staff (onshore and offshore).

Collaborate across departments to instill financial accountability and process ownership.

Participate in strategic planning and leadership meetings, proactively identifying operational gaps and offering solutions.

Why This Role Matters

You are the glue between vision and execution . In a high-growth environment led by a visionary entrepreneur, your ability to bring financial clarity, discipline, and structure will directly influence company performance. You’ll play a pivotal role in helping this portfolio of businesses scale with confidence, accuracy, and control.

Requirements

What We’re Looking For

5+ years in a senior financial leadership role (Controller, Director of Finance, etc.).

Experience managing finances across multiple legal entities and business models (consulting, staffing, services).

Deep understanding of GAAP, budgeting, internal controls , and reporting infrastructure.

Proven ability to create, document, and enforce financial systems and workflows.

Advanced skills with financial systems (e.g., QuickBooks, NetSuite, Xero) and Excel.

Strong leadership skills and the ability to manage up, down, and across the organization.

Legally authorized to work in the United States ; must be U.S.-based.

Cultural Fit — You’ll Thrive Here If You…

Embrace ownership and accountability ; you fix it even if you didn’t break it.

Don’t flinch at difficult conversations — you see them as tools for growth.

Prefer structure, clarity, and clean books over chaos or ambiguity.

Are a systems-thinker who knows consistency creates scalability .

Can handle high autonomy and deliver without hand-holding.

Are energized by a founder-led, vision-driven company that values results over politics.

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Finance Controller • Chicago, IL, US