Knowledge Center

Tax & Accounting Resources for Discerning Professionals.

Practical guidance, IRS deadline calendars, financial checklists, and expert insights — curated by our team for high-net-worth individuals, executives, and business owners.

Guides & Insights

Tax Planning12 min read

Year-End Tax Planning Guide for High-Net-Worth Individuals

A comprehensive walkthrough of year-end strategies — tax-loss harvesting, Roth conversions, charitable giving vehicles, and deferred compensation elections — for individuals with complex financial profiles.

Topics Covered

  • Tax-loss harvesting
  • Roth IRA conversions
  • Qualified Opportunity Zones
  • Charitable Remainder Trusts
  • Deferred compensation
Tax Planning8 min read

Understanding the Net Investment Income Tax (NIIT)

The 3.8% NIIT applies to passive income above certain thresholds. Learn which income streams are affected, how to calculate your exposure, and planning strategies to reduce your liability.

Topics Covered

  • NIIT thresholds
  • Passive vs. active income
  • Real estate professional status
  • Grouping elections
  • Material participation rules
Tax Planning10 min read

Executive Compensation: Tax Implications of RSUs, ISOs & NQSOs

Stock-based compensation creates complex tax events at vesting, exercise, and sale. This guide explains the federal and state tax treatment of restricted stock units, incentive stock options, and non-qualified stock options.

Topics Covered

  • RSU ordinary income at vesting
  • ISO AMT exposure
  • NQSO spread taxation
  • Section 83(b) elections
  • New York state sourcing rules
IRS Compliance5 min read

2025–2026 Federal Tax Deadline Calendar

Every key IRS filing and payment deadline for individuals, partnerships, S-corporations, C-corporations, and trusts — including extension deadlines and estimated tax due dates.

Topics Covered

  • Form 1040 deadlines
  • Estimated tax payments (Q1–Q4)
  • Partnership & S-corp deadlines
  • C-corp deadlines
  • FBAR & FATCA due dates
IRS Compliance9 min read

IRS Audit Red Flags: What Triggers an Examination

Certain return characteristics statistically increase audit risk. This guide identifies the most common triggers — from high Schedule C losses to large charitable deductions — and explains how to document your positions defensively.

Topics Covered

  • DIF scoring system
  • Schedule C loss patterns
  • Home office deductions
  • Large charitable contributions
  • Foreign account reporting
IRS Compliance11 min read

FBAR & FATCA Compliance for U.S. Persons with Foreign Assets

U.S. persons with foreign financial accounts or assets face dual reporting obligations under FBAR (FinCEN 114) and FATCA (Form 8938). Penalties for non-compliance are severe. This guide explains thresholds, filing requirements, and the Streamlined Filing Compliance Procedures.

Topics Covered

  • FBAR $10,000 threshold
  • Form 8938 thresholds
  • Specified foreign financial assets
  • Streamlined domestic & offshore procedures
  • Willful vs. non-willful penalties
Business Finance14 min read

The CFO's Guide to Cash Flow Forecasting for Closely Held Businesses

Accurate cash flow forecasting is the foundation of sound business management. This guide covers the direct and indirect methods, rolling 13-week forecasts, and how to build a model that gives you real decision-making power.

Topics Covered

  • Direct vs. indirect method
  • 13-week rolling forecast
  • Working capital management
  • Covenant compliance
  • Scenario planning
Business Finance13 min read

Entity Selection Guide: LLC, S-Corp, C-Corp & Partnership

Choosing the right business entity affects your tax liability, liability protection, and exit options for years to come. This guide compares the four primary structures across tax treatment, self-employment tax, qualified business income deductions, and investor considerations.

Topics Covered

  • Self-employment tax comparison
  • QBI deduction eligibility
  • S-corp reasonable compensation
  • C-corp double taxation
  • Exit and M&A considerations
Business Finance10 min read

Understanding Buy-Sell Agreements: Tax & Valuation Considerations

A well-drafted buy-sell agreement protects business owners and their families. This guide covers the tax implications of cross-purchase vs. entity-redemption structures, life insurance funding, and business valuation methods.

Topics Covered

  • Cross-purchase vs. entity redemption
  • Life insurance funding
  • Valuation methods (income, market, asset)
  • Step-up in basis planning
  • Disability buyout provisions
AI & Digitization8 min read

How AI Is Transforming the Month-End Close Process

AI-powered accounting tools are compressing month-end close cycles from weeks to days. This guide explains how machine learning automates reconciliations, flags anomalies, and produces management reports — and what it means for your finance team.

Topics Covered

  • Automated reconciliation
  • Anomaly detection
  • ERP AI modules
  • Close cycle benchmarks
  • Change management for finance teams
AI & Digitization12 min read

Choosing an ERP System: NetSuite vs. Sage Intacct vs. Dynamics 365

Mid-market ERP selection is a high-stakes decision. This guide compares the three leading platforms across total cost of ownership, implementation complexity, reporting capabilities, and fit for professional services and real estate businesses.

Topics Covered

  • Total cost of ownership
  • Implementation timelines
  • Multi-entity consolidation
  • Revenue recognition (ASC 606)
  • Integration ecosystem
Checklist4 min read

Individual Tax Return Preparation Checklist

A comprehensive document checklist for individual filers — W-2s, 1099s, investment statements, real estate records, business income, foreign accounts, and life event documentation. Share with your CPA to ensure a complete and accurate return.

Topics Covered

  • Income documents
  • Investment & brokerage statements
  • Real estate & rental income
  • Business income & expenses
  • Foreign account disclosures
Checklist6 min read

New Business Owner Financial Setup Checklist

The first 90 days of a new business set the foundation for years of financial health. This checklist covers entity formation, EIN registration, business banking, accounting software setup, payroll, and initial tax elections.

Topics Covered

  • Entity formation & EIN
  • Business banking separation
  • Accounting software selection
  • Payroll setup & registration
  • Initial tax elections (S-corp, fiscal year)

Key 2025–2026 Tax Deadlines

Missing a tax deadline can trigger penalties and interest. The dates below reflect standard IRS deadlines — extensions may apply. Contact our office to confirm deadlines specific to your situation.

DateDeadline
January 15, 2026

Q4 2025 Estimated Tax Payment

Form 1040-ES — fourth quarter estimated tax due for individuals and self-employed.

January 31, 2026

W-2 & 1099-NEC Issuance

Employers must furnish W-2s to employees and 1099-NECs to contractors.

March 17, 2026

Partnership & S-Corp Returns

Forms 1065 and 1120-S due. Six-month extension available (to September 15).

April 15, 2026

Individual & C-Corp Returns

Forms 1040 and 1120 due. Six-month extension available (to October 15 / November 15).

April 15, 2026

Q1 2026 Estimated Tax Payment

First quarter estimated tax payment due for individuals.

April 15, 2026

FBAR Filing Deadline

FinCEN Form 114 due for U.S. persons with foreign financial accounts exceeding $10,000. Automatic extension to October 15.

June 16, 2026

Q2 2026 Estimated Tax Payment

Second quarter estimated tax payment due for individuals.

September 15, 2026

Q3 2026 Estimated Tax Payment

Third quarter estimated tax payment due for individuals.

September 15, 2026

Extended Partnership & S-Corp Returns

Final deadline for extended Forms 1065 and 1120-S.

October 15, 2026

Extended Individual Returns

Final deadline for extended Form 1040. No further extensions available.

Deadlines that fall on a weekend or federal holiday are moved to the next business day. Confirm all deadlines with your CPA.

Frequently Asked Questions

Have a Question Not Covered Here?

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