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Tax Services

Leverage Outlook’s expert tax team to navigate complex regulations, ensure compliance, and maximize tax efficiency. Our approach combines proactive planning, precise execution, and year-round advisory support — helping businesses and individuals stay ahead of every deadline and opportunity.

✓ Strategic Planning

✓ Accurate Compliance 

✓ Year-Round Advisory

Core Capabilities

Outlook’s Tax Services team delivers end-to-end solutions from entity setup and tax planning to filing and audit support. Explore our core capabilities designed to simplify compliance and strengthen financial performance.

Business Tax Preparation & Filing

  • Prepare federal, state, and local returns for C-Corps, S-Corps, and Partnerships.

  • Optimize deductions and credits to reduce tax liabilities.

  • Review prior-year filings for carryforwards and missed opportunities.

  • Implement filing calendars and review checkpoints to ensure timely submissions.

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Individual Tax Compliance

  • Prepare 1040 filings with detailed income, deduction, and credit analysis.

  • Manage multi-state and investment-related income reporting.

  • Coordinate complex K-1s and entity linkages for high-net-worth clients.

  • Provide annual planning sessions to anticipate changes and optimize results.

Tax Planning & Advisory

  • Develop strategic forecasts for estimated taxes and cash-flow impact.

  • Advise on entity selection, conversions, and ownership structures.

  • Model tax scenarios for major transactions, investments, and exits.

  • Conduct quarterly tax health checks for law changes and business shifts.

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Audit Support & Representation

  • Prepare documentation and responses for IRS and state inquiries.

  • Reconcile notices and support resolution from initial review to closure.

  • Liaise directly with auditors to ensure smooth, accurate communication.

  • Maintain comprehensive audit trails for future reference and compliance.

Expand Your Tax Advantage

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Entity Structuring & Optimization

Design LLC, S-Corp, or C-Corp frameworks that balance liability protection, tax efficiency, and future-growth flexibility.

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International & Cross-Border Compliance

Handle global filings and foreign ownership reporting (e.g., 5471/8865) while leveraging treaty benefits.

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Credits & Incentives Management

Identify and claim federal/state credits (R&D, energy, employment) to lower tax burden and improve cash flow.

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Outsourced Tax Department

Dedicated professionals manage filings, notices, and planning year-round — extending your internal team’s capacity.

Frequently Asked Questions

​Tax Services

Get expert tax help at every level

1-Hour Equity Tax Planning Session

Exercising Options

IPO

Acquisition

Changing jobs

Secondary market sale

Selling startup equity

A virtual one-time, one hour tax planning session with a tax advisor experienced in equity. You will review tax projections of potential equity scenarios (like exercising or selling) modeled from your specific equity grants.

1 hour session

$500

Tax Preparation

Tax Filing

​Exercising Options

Selling startup shares

New home

New dependents

Recently married

W2 Income

Get a dedicated accountant and tax team to prepare and file your household’s taxes for you to ensure your taxes are filed accurately and on time.

Starts at

$1,500/yr

Comprehensive Tax Planning

Tax Filing

Quarterly estimates

Selling startup shares

IPO

Acquisition

VC Fund distributions

Work with an experienced accountant to get ongoing tax-optimization guidance on your income, investments, deductions, major purchases, relocations, estate, and gifts. Includes quarterly estimated tax payments.

Packages start at

$2,500

Crypto Tax Preparation

Tax Filing

Trading crypto

DeFi

Staking

Digital assets

Mining

Collecting NFTs

Speak with an accountant with experience filing taxes for crypto, NFTs, and DeFi to help answer your crypto tax questions and ensure your taxes are filed accurately and on time.

Starts at

$2,000

Ready to make your next move?

​Partner with Outlook to execute your next Tax Services, or exit with clarity and confidence.

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