Hale Cunningham Sargent, Bankruptcy Attorney in Westport, Connecticut
Over 47 years of legal practice · focused on Bankruptcy, Commercial RE, and Criminal Defense · 4.3/5 rating from 2 verified client reviews
PartneratSargent, Sargent & Jacobs, LLC
Westport, CT
Practicing bankruptcy in Westport since 1979.
- 47+
- Years practicing
- 4.3 ★
- 2 client reviews
- 6
- Bar admissions
Are you Hale Cunningham Sargent?
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Quick answer
Hale Cunningham Sargent is a partner based in Westport, CT. The practice focuses on Bankruptcy, Commercial RE, and Criminal Defense. Hale has over 47 years of legal experience. Currently practicing at Sargent, Sargent & Jacobs, LLC. Rated 4.3 out of 5 from 2 client reviews.
- Based in
- Westport, CT
- Experience
- over 47 years
- Known for
- Bankruptcy · Commercial RE · Criminal Defense
- Handles Bankruptcy, Commercial RE, and Criminal Defense matters from Westport, CT.
- Over 47 years of practice as a licensed attorney.
- Recognized with BV Distinguished.
About Hale Cunningham Sargent: Hale Cunningham Sargent is a partner based in Westport, CT. The practice focuses on Bankruptcy, Commercial RE, and Criminal Defense. Hale has over 47 years of legal experience. Currently practicing at Sargent, Sargent & Jacobs, LLC. Rated 4.3 out of 5 from 2 client reviews.
Areas of practice
Legal matters Hale takes on
Hale concentrates on bankruptcy, commercial re, criminal defense, landlord/tenant, and litigation. Each area below outlines the kind of case Hale handles, typical outcomes to expect, and how the intake process starts.
Bankruptcy
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Commercial RE
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Criminal Defense
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Landlord/Tenant
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Litigation
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Trusts
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Estate Planning
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Real Estate
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Bankruptcy cases in Westport, Connecticut
Hale takes bankruptcy matters in Westport, Connecticut. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Hale agrees to represent you.
Commercial RE cases in Westport, Connecticut
Hale takes commercial re matters in Westport, Connecticut. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Hale agrees to represent you.
Criminal Defense cases in Westport, Connecticut
Hale takes criminal defense matters in Westport, Connecticut. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Hale agrees to represent you.
Landlord/Tenant cases in Westport, Connecticut
Hale takes landlord/tenant matters in Westport, Connecticut. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Hale agrees to represent you.
Litigation cases in Westport, Connecticut
Hale takes litigation matters in Westport, Connecticut. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Hale agrees to represent you.
Biography
Meet Hale Cunningham Sargent — bankruptcy lawyer in Westport
Hale Cunningham Sargent is a partner based in Westport, CT. The practice focuses on Bankruptcy, Commercial RE, and Criminal Defense. Hale has over 47 years of legal experience. Currently practicing at Sargent, Sargent & Jacobs, LLC. Rated 4.3 out of 5 from 2 client reviews.
Hale Cunningham Sargent is a lawyer practicing civil litigation, bankruptcy, landlord and tenant law and 3 other areas of law. Hale Cunningham received a B.A. degree from University of Arizona in 1976, and has been licensed for 47 years. Hale Cunningham practices at Sargent, Sargent & Jacobs, LLC in Westport, CT.
Working with Hale on a bankruptcy matter
Hale Cunningham Sargent is a lawyer practicing civil litigation, bankruptcy, landlord and tenant law and 3 other areas of law. Hale Cunningham received a B.A. degree from University of Arizona in 1976, and has been licensed for 47 years. Hale Cunningham practices at Sargent, Sargent & Jacobs, LLC in Westport, CT.
Who Hale represents
Hale reviews new inquiries case-by-case for bankruptcy, commercial re, and criminal defense matters in Westport and the surrounding Connecticut area.
Credentials
Education, bar admissions, and languages
University of Connecticut
J.D. · 1979
University of Arizona
B.A. · 1976
Jurisdictions
Hale's state bar admissions
U.S. District Court,
1994 · ACTIVE
U.S. Tax Court
1986 · ACTIVE
U.S. District Court,
1981 · ACTIVE
New York
1981 · ACTIVE
Connecticut
1979 · ACTIVE
U.S. District Court,
1979 · ACTIVE
Hale studied at J.D. in University of Connecticut and B.A. in University of Arizona.
Law school and academic background
Hale completed J.D. in University of Connecticut and B.A. in University of Arizona. Formal legal training is one signal of substantive knowledge — the day-to-day practice Hale runs in Connecticut is where that training gets applied to real client questions.
Recognition
Recognition and thought leadership
Hale has received 1 formal recognition from bar associations, industry bodies, and peer-review services.
BV Distinguished
Legal awards and honors
BV Distinguished.
Affiliations
Hale's professional memberships and bar associations
Association of the Bar of the City of New York Connecticut and American Bar Associations New York County Lawyers Association
membership
Locations
Hale Cunningham Sargent's office in Westport
Hale's primary office is at 830 Post Rd. E., Ste. 214, Westport, CT, 06880. In-person meetings are by appointment; a phone intake usually comes first.
Sargent, Sargent & Jacobs, LLC
830 Post Rd. E., Ste. 214
Westport, CT 06880
Open in Google MapsClient feedback
Client reviews of Hale Cunningham Sargent — 4.3/5 rating from 2 verified client reviews
Every review below is from a verified client of Hale. Reviews cover communication, case outcome, and value — the three signals that matter most when comparing bankruptcy attorneys in Westport.
4.3
2 client reviews
Client ratings are sourced from public records and editorial research. Reviews on LawyersListed are accepted from verified clients once Hale Cunningham Sargent claims this profile.
Read all reviewsHiring guide
How to hire Hale Cunningham Sargent — what to expect in your first consultation
Working with a new bankruptcy attorney should feel structured. Here's how the first two conversations with Hale usually go, from the moment you request a consult to the day representation begins.
Consultation formats and pricing
Hale charges for the initial consult. That fee is credited toward representation if you retain Hale'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; Hale will tell you what matters and what doesn't.
Questions to ask a bankruptcy attorney in Westport, Connecticut
A short list to run through before you commit: How many bankruptcy 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 Hale
Hale discusses fees during intake so the arrangement fits the matter. Contingency, hourly, and flat-fee options are all common in bankruptcy practice — ask which fits.
Hourly rates, contingency fees, and flat-fee options
Every bankruptcy 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. Hale confirms the model in the engagement letter before any work starts.
Payment methods and payment plans
Hale's office accepts standard payment methods. Ask about payment plans if the retainer is a stretch — many bankruptcy practices work with clients on structured schedules.
Frequently asked
Frequently asked questions about Hale Cunningham Sargent
How much does it cost to hire Hale for a bankruptcy case?
Cost depends on the type of matter, the fee model (contingency, flat, hourly), and how contested the case becomes. Hale walks through the likely range during the consult so there are no surprises.
Does Hale offer a free consultation?
Hale charges for the initial consult; that fee is credited toward representation if you retain Hale's office. Some bankruptcy attorneys offer free consults — check Hale's current terms during booking.
How long do bankruptcy cases in Connecticut typically take?
Simple bankruptcy 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. Hale gives a realistic estimate for your facts at the consult — vague answers here are a red flag.
Can Hale take my case if I'm outside Westport?
Hale is licensed in Connecticut. Matters governed by Connecticut law are the natural fit. Out-of-state matters are handled case-by-case, sometimes with local co-counsel. Ask during intake — Hale 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 Hale?
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. Hale will filter what matters — over-preparing at intake is always cheaper than needing a second meeting.
Is Hale accepting new bankruptcy clients right now?
Hale's intake status shifts week to week. Submit the form; the office will confirm availability or refer the matter out.
Areas served
Bankruptcy attorneys serving Westport, Hartford and Stamford in Connecticut
Hale handles bankruptcy matters throughout Connecticut. Each city below is a direct link into the search page for verified bankruptcy attorneys in that community.
More counsel
Other top-rated bankruptcy attorneys in Connecticut
If Hale's intake is full or the fit isn't right, these bankruptcy attorneys in Westport handle similar matters. Every profile below is verified and open to consultations.





