
Caitlin Erin Conry, Esq., Estate Planning Attorney in Waltham, Massachusetts
Over 20 years of legal practice
Managing AttorneyatCushing & Dolan, P.C. Attorneys At Law
Waltham, MA
Practicing estate planning in Waltham since 2006.
- 20+
- Years practicing
- 1
- Bar admission
Practices in
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Quick answer
Caitlin Erin Conry, Esq. is a managing attorney based in Waltham, MA. The practice focuses on Estate Planning. Caitlin has over 20 years of legal experience. Currently practicing at Cushing & Dolan, P.C. Attorneys At Law.
- Based in
- Waltham, MA
- Experience
- over 20 years
- Known for
- Estate Planning
- Handles Estate Planning matters from Waltham, MA.
- Over 20 years of practice as a licensed attorney.
About Caitlin Erin Conry, Esq.: Caitlin Erin Conry, Esq. is a managing attorney based in Waltham, MA. The practice focuses on Estate Planning. Caitlin has over 20 years of legal experience. Currently practicing at Cushing & Dolan, P.C. Attorneys At Law.
Areas of practice
Caitlin's practice areas in Waltham
Caitlin concentrates on estate planning. Each area below outlines the kind of case Caitlin handles, typical outcomes to expect, and how the intake process starts.
Estate Planning cases in Waltham, Massachusetts
Caitlin takes estate planning matters in Waltham, Massachusetts. Typical engagements include intake calls to scope the issue, review of any records or filings you already have, and a written strategy memo before Caitlin agrees to represent you.
Biography
Caitlin Erin Conry, Esq., estate planning attorney serving Waltham
Caitlin Erin Conry, Esq. is a managing attorney based in Waltham, MA. The practice focuses on Estate Planning. Caitlin has over 20 years of legal experience. Currently practicing at Cushing & Dolan, P.C. Attorneys At Law. Caitlin works from Waltham, Massachusetts and takes on estate planning matters across the region.
Caitlin E. Conry is a managing attorney in the Estate Planning Department. Her practice concentrates in estate planning law and elder law.
Caitlin has worked with a diverse group of clients, from those who require simple estate plans, to those who desire to protect their assets from nursing homes, to more advanced estate plans for clients with assets in excess of $50 million.
Caitlin has drafted estate plans for over 2,000 clients, including Revocable Trusts, QTIP Trusts, QPRTs, Medicaid Irrevocable Trusts, Asset Protection Trusts, Intentionally Defective Grantor Trusts, Irrevocable Life Insurance Trusts, Spendthrift Trusts, GST Trusts, Dynasty Trusts, Special Needs Trusts, (d)(4)(A) trusts, Nominee Realty Trusts, Wills, Heath Care Proxies, HIPAA Releases, Living Wills, and Durable Powers of Attorney.
Caitlin has achieved numerous successful results for various client, including the following:
•Working with clients to establish trusts and ensuring that the trusts are fully funded during life in order to eliminate the need for probate
•Working with clients to preserve and protect assets for the benefit of their families, by prohibiting nursing homes from being able to go after such assets
•Working with clients on developing lifetime gifting strategies to preserve their wealth for future generations and significantly deceasing the size of their taxable estates
Working with Caitlin on a estate planning matter
Caitlin E. Conry is a managing attorney in the Estate Planning Department. Her practice concentrates in estate planning law and elder law. Caitlin has worked with a diverse group of clients, from those who require simple estate plans, to those who desire to protect their assets from nursing homes, to more advanced estate plans for clients with assets in excess of $50 million. Caitlin has drafted…
Clients Caitlin works with
Caitlin reviews new inquiries case-by-case for estate planning matters in Waltham and the surrounding Massachusetts area.
Credentials
Credentials — where Caitlin studied and practices
Syracuse University J.D. The Digest: National Italian American Bar Association Law Journal
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Stonehill College B.S. Finance, Stonehill College Honors Program
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Jurisdictions
Caitlin's state bar admissions
Massachusetts
2006 · ACTIVE
Caitlin studied at — in Syracuse University J.D. The Digest: National Italian American Bar Association Law Journal and — in Stonehill College B.S. Finance, Stonehill College Honors Program.
Law school and academic background
Caitlin completed — in Syracuse University J.D. The Digest: National Italian American Bar Association Law Journal and — in Stonehill College B.S. Finance, Stonehill College Honors Program. Formal legal training is one signal of substantive knowledge — the day-to-day practice Caitlin runs in Massachusetts is where that training gets applied to real client questions.
Locations
Caitlin Erin Conry, Esq.'s office in Waltham
Caitlin's primary office is at 400 Fifth Avenue, Suite 400, Waltham, MA, 02451. In-person meetings are by appointment; a phone intake usually comes first.
Cushing & Dolan, P.C. Attorneys At Law
400 Fifth Avenue, Suite 400
Waltham, MA 02451
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Schedule your consultationHiring guide
How to hire Caitlin Erin Conry, Esq. — 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 Caitlin usually go, from the moment you request a consult to the day representation begins.
Consultation formats and pricing
Caitlin charges for the initial consult. That fee is credited toward representation if you retain Caitlin'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; Caitlin will tell you what matters and what doesn't.
Questions to ask a estate planning attorney in Waltham, Massachusetts
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 Caitlin
Caitlin 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. Caitlin confirms the model in the engagement letter before any work starts.
Payment methods and payment plans
Caitlin'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 Caitlin Erin Conry, Esq.
How much does it cost to hire Caitlin for a estate planning case?
Cost depends on the type of matter, the fee model (contingency, flat, hourly), and how contested the case becomes. Caitlin walks through the likely range during the consult so there are no surprises.
Does Caitlin offer a free consultation?
Caitlin charges for the initial consult; that fee is credited toward representation if you retain Caitlin's office. Some estate planning attorneys offer free consults — check Caitlin's current terms during booking.
How long do estate planning cases in Massachusetts 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. Caitlin gives a realistic estimate for your facts at the consult — vague answers here are a red flag.
Can Caitlin take my case if I'm outside Waltham?
Caitlin is licensed in Massachusetts. Matters governed by Massachusetts law are the natural fit. Out-of-state matters are handled case-by-case, sometimes with local co-counsel. Ask during intake — Caitlin 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 Caitlin?
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. Caitlin will filter what matters — over-preparing at intake is always cheaper than needing a second meeting.
Is Caitlin accepting new estate planning clients right now?
Caitlin'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 Waltham, Boston and Cambridge in Massachusetts
Caitlin handles estate planning matters throughout Massachusetts. Each city below is a direct link into the search page for verified estate planning attorneys in that community.
More counsel
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If Caitlin's intake is full or the fit isn't right, these estate planning attorneys in Waltham handle similar matters. Every profile below is verified and open to consultations.

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