Skip to content

Bobby Jose | Strategic Wellness & Insurance Insights

  • Home
  • About
  • Contact
  • Blogs

Bobby Jose

1099 Guide: How to Get $0/Month Health Insurance & Maximize Your Tax Deductions

25/02/202619/02/2026 by Bobby Jose
1099 Guide: How to Get $0/Month Health Insurance & Maximize Your Tax Deductions

For the millions of Americans navigating the 1099 life in 2026, health insurance often feels like a choice between a massive monthly bill or an unprotected future. You’re building your own business, but you shouldn’t have to sacrifice your health or savings to do it. The reality is, between specific tax deductions and enhanced 2026 … Read more

Categories Health Insurance

Beyond Roses: The Most Romantic Gift for Your Family in 2026

26/02/202614/02/2026 by Bobby Jose
Beyond Roses: The Most Romantic Gift for Your Family in 2026

Happy Valentine’s Day! Today, millions of people are buying roses, chocolates, and cards. And while those are sweet gestures, as an insurance veteran with 24 years in the industry, I see “love” a little differently. To me, love is about protection. It’s about knowing that if your spouse or child wakes up under the weather, … Read more

Categories Health Insurance

Is Your Health Insurance Actually a Tax Break in Disguise?

26/02/202613/02/2026 by Bobby Jose
Is Your Health Insurance Actually a Tax Break in Disguise?

If you are a 1099 contractor, freelancer, or small business owner, you’re used to seeing money go out—for equipment, for software, and of course, for health insurance. But here is the good news: For most 1099 workers, your health insurance premiums aren’t just an expense. They are a 100% tax deduction. As someone who has … Read more

Categories Health Insurance
Older posts
Page1 Page2 … Page4 Next →

Recent Posts

  • 1099 Guide: How to Get $0/Month Health Insurance & Maximize Your Tax Deductions
  • Beyond Roses: The Most Romantic Gift for Your Family in 2026
  • Is Your Health Insurance Actually a Tax Break in Disguise?
  • The “Silver” Strategy: Why 1099 Professionals Should Look Past the Premium
  • 2026 Health Plan Face-Off: Is the Silver Plan Worth the Extra Monthly Cost?

Recent Comments

No comments to show.

HOME | ABOUT | CONTACT | BLOGS | Privacy Policy | Terms of Service

Disclaimer: bobbyjose.com is an independent marketing website and is not affiliated with, endorsed by, or operated by the Federal Government or the official ACA Marketplace (HealthCare.gov). This site serves as an invitation for those in need of health insurance to inquire about available plans. We may receive compensation when you call a number or click a link on this site.

© 2026 Bobby Jose | Strategic Wellness & Insurance Insights • Built with GeneratePress