Jacobwise & Co specializes in helping self-employed professionals, contractors, barbers, stylists, real estate agents, and 1099 earners in Chicago file their business taxes confidently and correctly.
We provide secure virtual tax preparation for Illinois clients with professional guidance every step of the way.
[ Book Your 15-Minute Strategy Call – $49 (Applied to Service) ]
✔ Earn 1099 income
✔ Operate as a sole proprietor
✔ Have business deductions
✔ Need help organizing expenses
✔ Want professional review — not DIY software
✔ Prefer secure virtual service
If you’re filing only a basic W-2 return, this service may not be the best fit.
We focus on business and self-employed tax returns.
✔ Income verification
✔ Expense categorization review
✔ Deduction maximization guidance
✔ Compliance check
✔ Electronic filing
✔ Direct deposit verification
✔ Post-filing support
We don’t just enter numbers.
We review your business carefully to reduce risk and improve accuracy.
Final pricing depends on complexity and record organization.
Before preparing your return, we conduct a short paid consultation to:
Review your situation
Confirm pricing
Answer questions
Ensure we’re the right fit
[ Book Your 15-Minute Strategy Call – $49 ]
Your consultation fee is applied toward your tax preparation.
Charging a small consultation fee ensures:
✔ Serious clients
✔ Focused conversations
✔ Clear pricing
✔ Faster turnaround
If you are looking for the lowest-cost tax option, we may not be the right fit.
We focus on professional business tax preparation for self-employed clients.
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“Professional, clear, and helped me understand my business taxes.” – Chicago Client
Yes. We provide secure virtual appointments and electronic filing.
Yes. It is credited toward your tax preparation fee.
Same-day filing is available once documents are reviewed and approved.
Yes. We handle Illinois state filing requirements along with federal returns.
[ Book Your 15-Minute Strategy Call – $49 ]