Controller

Trailhead Media

. Own the full monthly close, financial statements, and general ledger .

Posted 9/18/2026full-timeRemote • United StatesSeniorLead💰 $155,000 - $185,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in financial management, including month-end close, revenue recognition under ASC 606, and automation of accounting processes. Proficient in using AI tools and financial systems like Sage Intacct to enhance reporting and operational efficiency.

Highest-signal resume keywords

Month-End Close ManagementRevenue Recognition Under ASC 606AI Tools ProficiencySage Intacct ExperienceFinancial Reporting and Analysis

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Financial Statements PreparationGeneral Ledger ManagementCovenant Compliance ReportingVariance AnalysisAccount ReconciliationDepreciation AccountingLease AccountingAutomation of ProcessesTechnical Accounting KnowledgeDebt Covenant Reporting

Soft Skills

Clear Communication SkillsTeam MentoringSelf-Directed ExecutionContinuous Improvement MindsetAbility to Explain Complex Concepts

Tools & Technologies

Sage IntacctDatarailsApparatixAI-Driven Finance StackAutomation Tools

Industry Keywords

US GAAPASC 606Media IndustryAdvertising IndustryReal Estate IndustryAsset-Intensive Industry

Tech Stack

Tools & technologies

PythonSQL

About the role

Key responsibilities & impact

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

What you’ll need

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

Comp & perks

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