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Roger Vaughn McCaffrey-Boss, Estate Planning Attorney in Chicago, Illinois

Over 49 years of legal practice

Chicago, IL

Practicing estate planning in Chicago since 1977.

49+
Years practicing
1
Bar admission

Practices in

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Quick answer

Roger Vaughn McCaffrey-Boss is an attorney based in Chicago, IL. The practice focuses on Estate Planning. Roger has over 49 years of legal experience.

Based in
Chicago, IL
Experience
over 49 years
Known for
Estate Planning
  • Handles Estate Planning matters from Chicago, IL.
  • Over 49 years of practice as a licensed attorney.

About Roger Vaughn McCaffrey-Boss: Roger Vaughn McCaffrey-Boss is an attorney based in Chicago, IL. The practice focuses on Estate Planning. Roger has over 49 years of legal experience.

Areas of practice

Roger's practice areas in Chicago

Roger concentrates on estate planning. Each area below outlines the kind of case Roger handles, typical outcomes to expect, and how the intake process starts.

Estate Planning cases in Chicago, Illinois

Roger takes estate planning matters in Chicago, Illinois. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Roger agrees to represent you.

Biography

Roger Vaughn McCaffrey-Boss, estate planning attorney serving Chicago

Roger Vaughn McCaffrey-Boss is an attorney based in Chicago, IL. The practice focuses on Estate Planning. Roger has over 49 years of legal experience. Roger works from Chicago, Illinois and takes on estate planning matters across the region.

Roger Vaughn McCaffrey-Boss is a lawyer practicing estate planning. Roger has been licensed for 49 years. Roger practices in Chicago, IL.

How Roger handles estate planning matters

Roger Vaughn McCaffrey-Boss is a lawyer practicing estate planning. Roger has been licensed for 49 years. Roger practices in Chicago, IL.

Who Roger represents

Roger reviews new inquiries case-by-case for estate planning matters in Chicago and the surrounding Illinois area.

Jurisdictions

Roger's state bar admissions

  • Illinois

    1977 · ACTIVE

Locations

Roger Vaughn McCaffrey-Boss's office in Chicago

Roger's primary office is at 5555 N Sheridan Rd Apt 517, Chicago, IL, 60640-1619. In-person meetings are by appointment; a phone intake usually comes first.

Main office

5555 N Sheridan Rd Apt 517

Chicago, IL 60640-1619

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Client feedback

Client reviews of Roger Vaughn McCaffrey-Boss

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Hiring guide

How to hire Roger Vaughn McCaffrey-Boss — what to expect in your first consultation

Working with a new estate planning attorney should feel structured. Here's how the first two conversations with Roger usually go, from the moment you request a consult to the day representation begins.

Consultation formats and pricing

Roger charges for the initial consult. That fee is credited toward representation if you retain Roger's office.

What to bring to your first meeting

Bring any documents you already have — police reports, medical records, filed pleadings, correspondence from an insurer, a copy of the contract at issue. If you're not sure, err on the side of bringing everything; Roger will tell you what matters and what doesn't.

Questions to ask a estate planning attorney in Chicago, Illinois

A short list to run through before you commit: How many estate planning matters have you handled in the last year? What's your fee structure? Who else in the office will work on this? What's your realistic estimate of timeline and range of outcomes? How do I reach you between meetings?

Fees & payment

Fees, payment methods, and consultation options for Roger

Roger discusses fees during intake so the arrangement fits the matter. Contingency, hourly, and flat-fee options are all common in estate planning practice — ask which fits.

Hourly rates, contingency fees, and flat-fee options

Every estate planning matter is priced differently. Simple document review might be a flat fee. Injury litigation is often contingency. Complex commercial disputes usually run hourly with a retainer. Roger confirms the model in the engagement letter before any work starts.

Payment methods and payment plans

Roger's office accepts standard payment methods. Ask about payment plans if the retainer is a stretch — many estate planning practices work with clients on structured schedules.

Frequently asked

Frequently asked questions about Roger Vaughn McCaffrey-Boss

  • How much does it cost to hire Roger for a estate planning case?

    Cost depends on the type of matter, the fee model (contingency, flat, hourly), and how contested the case becomes. Roger walks through the likely range during the consult so there are no surprises.

  • Does Roger offer a free consultation?

    Roger charges for the initial consult; that fee is credited toward representation if you retain Roger's office. Some estate planning attorneys offer free consults — check Roger's current terms during booking.

  • How long do estate planning cases in Illinois typically take?

    Simple estate planning matters can wrap in a few weeks; disputed cases can run 6–18 months from intake to resolution, longer if the matter goes to trial. Roger gives a realistic estimate for your facts at the consult — vague answers here are a red flag.

  • Can Roger take my case if I'm outside Chicago?

    Roger is licensed in Illinois. Matters governed by Illinois law are the natural fit. Out-of-state matters are handled case-by-case, sometimes with local co-counsel. Ask during intake — Roger will tell you if the case is a fit or refer you to someone closer to your court.

  • What should I bring to my first meeting with Roger?

    Bring every document that touches the dispute: contracts, correspondence, police or medical reports, filed pleadings, invoices, photographs, insurance letters. Also bring a written timeline of what happened, in your own words. Roger will filter what matters — over-preparing at intake is always cheaper than needing a second meeting.

  • Is Roger accepting new estate planning clients right now?

    Roger's intake status shifts week to week. Submit the form; the office will confirm availability or refer the matter out.

Areas served

Estate Planning attorneys serving Chicago, Springfield and Northbrook in Illinois

Roger handles estate planning matters throughout Illinois. Each city below is a direct link into the search page for verified estate planning attorneys in that community.

More counsel

If Roger's intake is full or the fit isn't right, these estate planning attorneys in Chicago handle similar matters. Every profile below is verified and open to consultations.