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Lessen is the tech-enabled, end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale. Lessen’s technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystem—including investors, owners, managers, and service providers. The company leverages a network of over 30,000 vetted, qualified vendors (Lessen Affiliates) serving clients with over 1 million properties and completing more than 3.5 million work orders annually across an expanding range of services. Lessen, LLC is a venture-backed, privately held company with offices in Scottsdale and Chicago.
Summary
The Assistant Controller is a hands-on accounting leader who supports the Controller and Accounting organization by overseeing general ledger activities, driving month-end close, supporting treasury and cash management, and managing equity compensation accounting and administration. This role partners cross-functionally with HR, Legal, Operations and external auditors.
Responsibilities
General Ledger & Financial Close
· Oversee day-to-day GL operations and ensure the integrity of accounting records.
· Prepare, review and post recurring and non-recurring journal entries.
· Own month-end and quarter-end close activities: lead schedules, reconciliations, and variance analyses.
· Maintain and strengthen internal controls and accounting policies; drive SOX-ready documentation where applicable.
· Support preparation of management reporting and ad-hoc financial analyses for leadership.
Treasury & Cash Management
· Monitor daily cash balances and support short-term liquidity planning.
· Prepare cash flow forecasts and assist with monthly/quarterly cash reporting.
· Execute and reconcile bank activity, including intercompany and wire tracking.
· Support banking relationships, signatory maintenance, and treasury documentation.
Equity Compensation Accounting & Administration
· Administer equity plans in partnership with HR, Legal, and external equity vendor.
· Maintain equity ledgers and cap table records; process grants, exercises, cancellations, and required adjustments.
· Calculate, record and disclose equity-based compensation (ASC 718) and prepare related journal entries and forecasts.
· Support 409A, tax reporting, and audit requests; prepare schedules and footnote disclosures for equity awards.
Systems, ERP & Process Improvement
· Act as NetSuite subject-matter expert: maintain GL configuration, support module integrity, and manage accounting workflows.
· Drive system improvements and automation initiatives to increase efficiency and scalability.
· Own integrations and data integrity between payroll/equity/ERP systems and the GL.
Audit, Tax & Compliance
· Support external audits and tax provision processes; provide schedules, explanations and reconciliations as requested.
· Ensure compliance with US GAAP and company accounting policies.
Cross-Functional Partnership & Ad-hoc Projects
· Partner with HR on payroll, benefits and equity administration.
· Collaborate with Legal on contract accounting implications.
· Lead and participate in ad-hoc projects and business process implementations as assigned.
· Ensure confidentiality of internal and external data.
Role Specific Skills
· Equity compensation accounting and administration (ASC 718, cap table maintenance).
· Treasury / cash management and forecasting.
· Month-end close ownership and GL oversight.
· NetSuite (GL and accounting modules) — Advanced; proven experience implementing/configuring accounting workflows.
· Excel — Advanced (pivot tables, complex formulas, reconciliations).
· Familiarity with equity administration platforms (preferred: Carta, Shareworks)
People Management Skills
· Proficient in all people management processes, including recruitment, performance management and reward
· Proficient in building, growing and developing a team; including department structure design and resourcing
· Proficient in coaching and developing individual team members to reach their potential
· Proficient in engaging a team through communication, processes, personal impact and influence]
Qualifications
Minimum Qualifications
· Education Level Bachelor’s degree in Accounting, Finance or related field required
· Master’s Degree MBA/MS Accounting — preferred
· Experience: 7-8 years of progressive accounting experience; 2+ years in a corporate accounting or assistant controller capacity strongly preferred.
· Certifications: CPA strongly preferred.
· Management Experience: 1–3 years managing or supervising accounting staff preferred.
· Technical: Advanced NetSuite experience required; experience with equity admin systems preferred
Other Relevant Qualifications
· Strong working knowledge of US GAAP and ASC 718 (stock-based compensation).
· Demonstrated experience with cash forecasting and treasury operations.
· Excellent communication and cross-functional collaboration skills; ability to present and explain financial information to non-finance stakeholders.
· Experience in fast-growing or scaling companies is a plus.
· Comfortable working in a high-growth, dynamic environment and driving process improvement
#IND2
Why Lessen:
· Competitive compensation
· Health, Dental, Vision, Life, Disability options
· 401K retirement savings plan
· Paid vacation, federal and floating holidays
· Maternity/Paternity Pay
· Career advancement opportunities
· All the tools you'll need to be successful
Lessen is intentional about attracting, developing, and retaining amazing talent from diverse backgrounds. We’re looking for teammates that are enthusiastic, empathetic, curious, motivated, reliable, and will help us amplify the positive & inclusive culture we’ve been building. Lessen is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.
Lessen LLC Chicago, Illinois, USA Office
Lessen LLC Chicago, IL Office
203 N. LaSalle St., Suite 2200, Chicago, IL, United States, 60601
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