Jennifer Sokolowsky

Jennifer Sokolowsky writes about tax, legal, and tech topics. She has an extensive international background in journalism and marketing, including work with The Seattle Times, The Prague Post, Avvo, and Marriott.

1099 filing changes for 2026: How Avalara can help

North America

1099 filing changes for 2026: How Avalara can help

Oct 14, 2026

Communications tax expansion: Compliance risks for digital services

North America

Communications tax expansion: Compliance risks for digital services

Sep 02, 2026

Do you have a communications tax audit risk?

North America

Do you have a communications tax audit risk?

Aug 12, 2026

2026 1099 compliance guide: Prepare for IRIS and new IRS requirements

North America

2026 1099 compliance guide: Prepare for IRIS and new IRS requirements

Aug 05, 2026

Recurring billing sales tax risks: 5 challenges to watch

North America

Recurring billing sales tax risks: 5 challenges to watch

Jul 24, 2026

How automation can turn tax compliance into a competitive edge for heavy equipment dealers

North America

How automation can turn tax compliance into a competitive edge for heavy equipment dealers

May 27, 2026

Construction business license compliance: Challenges and solutions

Worldwide

Construction business license compliance: Challenges and solutions

Feb 24, 2026

Sales tax for small businesses in 2026: What’s changing and why it matters

Worldwide

Sales tax for small businesses in 2026: What’s changing and why it matters

Feb 23, 2026

Holiday sales tax compliance guide for growing businesses

North America

Holiday sales tax compliance guide for growing businesses

Dec 19, 2025

Who needs a 1099? How to determine reportable vendors correctly this tax season.

North America

Who needs a 1099? How to determine reportable vendors correctly this tax season.

Nov 26, 2025

What small business owners need to know about 1099 season, including W-9s and 1099 filing deadlines

North America

What small business owners need to know about 1099 season, including W-9s and 1099 filing deadlines

Nov 05, 2025

Avalara report pinpoints 2023 changes for STR lodging taxes

Avalara report pinpoints 2023 changes for STR lodging taxes

Jan 31, 2023

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