Tax Wealth Insights for Startups and Investors
Keeping you up to date with the latest news on tax strategies, cloud accounting thought leadership and more.
Which grouping election should Airbnb owners use for multiple properties?
Author:
John Malone, JD, CTCOctober 15, 2026
Which grouping election should Airbnb owners use? Learn how IRC §469, material participation, and real estate professional rules affect multiple properties.
Author:
John Malone, JD, CTCOctober 14, 2026
How does a prior depreciation schedule change a cost segregation study for an Airbnb?
Already depreciating your Airbnb? Learn how cost segregation look-back studies, Form 3115, and Section 481(a) can affect your tax deductions.
Author:
John Malone, JD, CTCOctober 13, 2026
How should real estate professionals account for Airbnb security deposits, owner stays, and refunds?
Learn how to account for Airbnb security deposits, owner stays, and refunds, including IRS rental income rules, personal-use limits, and tax reporting.
Author:
Greg O’Brien, CPAOctober 12, 2026
Can SaaS startups claim the R&D tax credit for internal-use software in 2026?
Can SaaS startups claim the R&D tax credit for internal-use software in 2026? Explore eligibility tests, Section 174A, documentation, and payroll credits.
Author:
John Malone, JD, CTCOctober 11, 2026
How should a startup account for stock-based compensation before Series A?
Learn how startups should account for stock-based compensation before Series A, including ASC 718, 409A valuations, Section 83(b), and cap-table controls.
Author:
John Malone, JD, CTCOctober 10, 2026
Can a virtual CPA manage multiple LLCs without losing the tax trail?
Learn how a virtual CPA can manage multiple LLCs while preserving separate books, intercompany records, tax trails, and consolidated owner reporting.
Author:
John Malone, JD, CTCOctober 9, 2026
What should founders change in their QSBS plan after the 2025 OBBB?
Learn how founders should update QSBS planning after the 2025 OBBB, including new holding-period tiers, the $15M cap, and $75M asset threshold.
Author:
Greg O’Brien, CPAOctober 8, 2026
How should Airbnb owners calculate the break-even point for cost segregation in 2026?
Learn how Airbnb owners can calculate the cost segregation break-even point in 2026 using study costs, usable losses, tax rates, and recapture.
Author:
John Malone, JD, CTCOctober 7, 2026
What should real estate professionals do before year-end tax planning in 2026?
Learn what real estate professionals should review before year-end tax planning in 2026, including REPS, passive losses, §199A, depreciation, and personal use.
Author:
John Malone, JD, CTCOctober 6, 2026
Can startups claim the R&D tax credit for failed product experiments?
Learn when failed product experiments can qualify for the R&D tax credit and how startups should document technical work, costs, and Form 6765 in 2026.
Author:
Greg O’Brien, CPAOctober 5, 2026
Can an Airbnb owner use a family management company for multiple properties in 2026?
Learn when a family management company makes sense for Airbnb owners with multiple properties and how tax, pricing, and documentation rules apply in 2026.
Author:
John Malone, JD, CTCOctober 4, 2026
Is a tax strategist worth it before you invest in oil and gas for the tax deductions?
See when a tax strategist is worth it before an oil and gas investment, especially when deductions depend on structure, passive-loss rules, and timing.
Author:
Greg O’Brien, CPAOctober 3, 2026
How much does a virtual CPA cost for an ecommerce brand with inventory and multi-state sales tax?
See what a virtual CPA may cost for an ecommerce brand with inventory, marketplace complexity, and multi-state sales tax, and what drives the price higher.
Author:
John Malone, JD, CTCOctober 2, 2026
When does a SaaS startup need CPA-level revenue recognition instead of basic bookkeeping?
Learn when a SaaS startup needs CPA-level revenue recognition instead of basic bookkeeping, especially with annual contracts, deferred revenue, and fundraising.
Author:
Greg O’Brien, CPAOctober 1, 2026
When does a digital marketing agency need a CPA instead of a bookkeeper?
Learn when a digital marketing agency needs a CPA instead of only a bookkeeper, especially as margins, owner pay, contractors, and tax planning become more complex.
Author:
John Malone, JD, CTCSeptember 30, 2026
What should a nonprofit monthly close include before board reporting and Form 990 season?
Learn what a nonprofit monthly close should include to support accurate board reporting, cleaner financial oversight, and smoother Form 990 preparation.

