Controller

🔥 0 minutes ago

🇺🇸 United States – Remote

💵 $155k - $185k / year

⏰ Full Time

🟠 Senior

🔴 Lead

⛔️ Financial Controller

👻 Ghost score 0%

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Logo of Trailhead Media

Trailhead Media

51 - 200 employees

Founded 2020

📣 Marketing

📱 Media

🤝 B2B

💰 Debt Financing - Trailhead Media on 2025-02

Marketing • Media • B2B

Trailhead Media is an out-of-home (OOH) advertising company that owns and operates digital and static billboards across nine Southeastern U. S. states. The company provides premium, high-traffic billboard locations and campaign support (media kit, availability, strategic guidance) to help brands increase visibility and drive action. Headquartered in Laurel, Mississippi, Trailhead Media emphasizes OOH and digital display inventory across Alabama, Florida, Georgia, Kentucky, Louisiana, Mississippi, North Carolina, South Carolina, and Tennessee.

📋 Description

• Own the full monthly close, financial statements, and general ledger • Prepare management reporting and supporting schedules for P&L and balance-sheet lines • Manage revenue recognition under ASC 606, prepaids, accruals, fixed assets and depreciation, ARO accretion, and lease accounting • Oversee AP/AR, cash, and account reconciliations • Prepare covenant compliance reporting for the senior credit facility • Support the annual audit and coordinate with external accountants and lenders • Convert manual, spreadsheet-based processes into reliable automated routines • Own and extend the AI-driven finance stack for close automation, reconciliations, variance monitoring, and reporting • Build controls and documentation for an auditable and durable automated function • Coach the finance team on AI-first workflows • Translate AI and automation concepts for non-technical teammates • Create documentation, playbooks, and training for automated processes • Champion continuous improvement and process automation • Own the forecast and budget-to-actual variance analysis • Deliver timely financial information for leadership decisions • Serve as finance system owner for Sage Intacct, Datarails, Apparatix, and the connecting automation layer

🎯 Requirements

• 7+ years of progressive accounting experience, including running or effectively owning a month-end close • Strong technical accounting knowledge (US GAAP; ASC 606 a plus) • Experience replacing manual work with tools, scripts, or AI • Comfort with AI tools such as Claude, Python, SQL, or building workflows is a major plus • Ability to teach and mentor a team • Ability to explain AI and automation to non-technical colleagues • Ability to turn automation into processes others can run • Self-directed and execution-focused • Ability to own deliverables independently in a remote role • Clear communication skills to explain numbers to non-accountants • Experience with debt covenant/lender reporting is a bonus • Media, advertising, real estate, or asset-intensive industry background is a bonus • Sage Intacct, Datarails, or Apparatix experience is a bonus • CPA is not required

🏖️ Benefits

• Annual bonus (10–20%) • Comprehensive medical, dental, and vision coverage • Health Savings Account (HSA) with an employer contribution • Company-paid telehealth • 401(k) with a Safe Harbor employer match • 4 weeks of paid time off • 14 paid company holidays • Fully remote work • Direct access to leadership

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