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Cross-Examining the Machine: Challenging AI-Assisted Expert Opinions at Trial

Expert witnesses are using AI to analyze evidence and draft reports — and courts are testing its reliability. Learn to develop targeted discovery requests, depose AI-assisted experts, structure Rule 702 and Daubert challenges, and sponsor or challenge AI-generated evidence at trial.

2026-10-02 12:00:00

Program Details

2026-10-02 12:00:00

2026-10-02 12:00:00

2h CLE Credits

Program Details

2026-10-02 12:00:00

Program Details

2026-10-02 12:00:00

Over 1,000+ webinars

2026-10-02 12:00:00

Course Overview

Is the Opinion the Expert's — or the Machine's?

2026-10-02 12:00:00

Expert witnesses now use artificial intelligence to analyze evidence, develop opinions, and assist in drafting reports. No AI-specific evidence standards are yet in effect. Proposed FRE 707 and FRE 901(c) would change that, reshaping foundation requirements for machine-generated outputs and governing AI deepfakes.

The stakes are already visible. Offer machine-generated output without a reliable foundation, and it faces exclusion. Overlook weaknesses in an AI-assisted analysis, and an unreliable opinion reaches the jury. Cases such as Mendones v. Cushman & Wakefield and State v. Puloka show how courts apply existing rules on reliability, authentication, and hearsay to AI evidence.

Attendees walk out with practitioner work product: targeted discovery requests aimed at AI-assisted methodology, deposition strategies for experts who rely on AI, persuasive Rule 702 and Daubert arguments, and practical frameworks for sponsoring and challenging AI-generated and AI-enhanced evidence at trial.

Format

CLE Credit

2h CLE Credits

Level

Intermediate

Length

2

Key topics that will be covered

01
Rule 702 Challenges
Apply Rule 702 to AI-assisted expert testimony and structure persuasive Rule 702 and Daubert arguments against unreliable opinions.
02
Targeted AI Discovery
Develop targeted discovery requests that reach the AI-assisted analyses and methodology behind an expert’s opinions.
03
Deposing AI-Assisted Experts
Conduct effective depositions of experts who rely on AI, exposing weaknesses in transparency, reliability, and methodological soundness.
04
Proposed FRE 707
Anticipate how proposed FRE 707 would reshape foundation requirements for machine-generated outputs offered at trial.
05
Deepfakes and Hearsay
Understand how proposed FRE 901(c) would govern AI deepfakes if enacted, and when AI outputs face hearsay classification.
06
Admission and Exclusion
Use practical frameworks for sponsoring and challenging AI-generated and AI-enhanced evidence, informed by Mendones, Puloka, Huang, Reffitt, and Rittenhouse.

Program schedule

clock 12:00 pm - 1:00 pm EST

Challenging AI-Assisted Expert Opinions: Discovery, Depositions, and Daubert Strategy

Artificial intelligence is increasingly being used by expert witnesses to analyze evidence, develop opinions, and assist in drafting expert reports, raising new questions about transparency, reliability, and methodological soundness. This session equips litigators with practical strategies for evaluating and challenging AI-assisted expert opinions before trial, from expert discovery and depositions to Rule 702 and Daubert motions. Attendees will learn how to scrutinize expert methodology, identify weaknesses in AI-assisted analyses, and develop effective strategies for challenging the reliability of AI-assisted testimony. By the end of the session, attorneys will be able to develop targeted discovery requests, conduct effective depositions of AI-assisted experts, and structure persuasive Rule 702 and Daubert arguments.

Frank RamosFrank Ramos
clock 1:10 pm - 2:10 pm EST

Admitting and Excluding AI-Generated Evidence: Authentication and Reliability at Trial

This session examines the evidentiary standards governing the admission and exclusion of AI-generated and AI-enhanced evidence at trial, covering authentication burdens, hearsay classifications, and the developing federal and state rule frameworks. Attorneys will learn how proposed FRE 707 would reshape foundation requirements for machine-generated outputs, how proposed FRE 901(c) would govern AI deepfakes if enacted, how courts are applying existing rules on reliability, authentication, and hearsay in the absence of AI-specific standards in effect including in important cases such as Mendones v. Cushman & Wakefield and State v. Puloka. Attendees will leave with practical frameworks for both sponsoring and challenging AI-generated and AI-enhanced evidence.

Jarod StewartJarod Stewart
Frank Ramos

Frank Ramos

Goldberg Segalla

Jarod Stewart

Jarod Stewart

Steptoe LLP

Frank Ramos

Frank Ramos

Goldberg Segalla

Frank Ramos is a partner in the Miami office of Goldberg Segalla, where he helps clients adopt artificial intelligence in a safe, effective, and legally sound way, advises them on the rules and regulations that govern its use, and litigates AI-related matters when disputes arise. He has served as Vice Chair of the Federation of Defense and Corporate Counsel’s AI Committee and is a member of DRI’s AI Task Force. A civil defense trial lawyer and member of The Florida Bar since 1997, he has taken numerous trials and arbitrations to verdict or award.

Education & Credentials

Frank earned his J.D., magna cum laude, from the University of Miami School of Law in 1997 and his B.A., summa cum laude, from Florida International University in 1993. He is admitted to practice in Florida and before the U.S. District Courts for the Middle and Southern Districts of Florida, and he holds an AV Preeminent peer review rating from Martindale-Hubbell.

Recognition & Leadership

Frank holds senior leadership in the Federation of Defense and Corporate Counsel (FDCC), where he serves as Secretary-Treasurer for 2026 after terms on the Executive Committee (2023–25), as Senior Director (2022–25), and as Director (2020–22). Within the FDCC he has also served as AI Committee Vice Chair (2024–25), chaired the Diversity, Sponsorship, Virtual Programming, and Website and Social Media committees, and chaired the 2026 Winter Meeting Convention. He served on the DRI Board (2013–16) and as President of the Florida Defense Lawyers Association (2009).

The Florida Bar named him its 2025 Mentor of the Year. Best Lawyers in America named him Miami's "Lawyer of the Year" for Personal Injury Litigation – Defendants (2025) and Product Liability Litigation – Defendants (2020, 2023), and lists him in Commercial Litigation, Insurance Litigation, Product Liability Litigation – Defendants, and Personal Injury Litigation – Defendants. He has been recognized by Florida Super Lawyers every year from 2013 through 2026, by Forbes among America's Best-in-State Lawyers (2025), and by Florida Trend's Florida Legal Elite. The FDCC has honored him with the Andrew C. Hecker Award (2024), the President's Award (2020, 2022), the Freddie Award (2022), the Strategic Plan Award (2018), and the Joseph R. Olshan Award (2015, 2017).

Professional Involvement

Frank writes and teaches extensively on AI risk in legal and insurance practice. His recent presentations include "Attorney-Client Privilege and Work Product When Using AI" for the Florida Defense Lawyers Association (2026), "Artificial Intelligence and Legal Ethics: Risks, Responsibilities and Best Practices" at The Florida Bar Annual Technology Symposium (2026), and "The Risks of AI and How to Mitigate Them" for the Risk Management Society Greater Miami Chapter (2025). He has also presented for myLawCLE, including "Verifying the Machine: Catching AI Hallucinations in Your Briefs and Your Opponent's" (2026).

His AI writing includes "AI Discovery for the Defense: Finding the Inputs, Outputs, Logs, and Disclosures that Matter" (For The Defense, 2026), "Pitfalls of AI Use and Avoidance Strategies," "AI Agents in Law Firms," and "Checklist: Build Internal AI Tools" (Bloomberg Law, 2025), and "Build it Right Before You Build it Big: A 52 Week AI Adoption Plan for Law Firms" (Florida Bar News, 2026). In all, he has written more than 500 articles, given more than 400 presentations, and authored more than 20 books published by the FDCC, DRI, the American Bar Association, and The Florida Bar.

He is a member of The Florida Bar, the FDCC (since 2006), the Florida Defense Lawyers Association (since 1998), and the Association of Defense Trial Attorneys. He has served on the board of the Miami-Dade Defense Bar Association (2013–16) and chaired the Eleventh Judicial Circuit Historical Society (2010). In the community, he has served on the boards of Parent to Parent of Miami and Florida Christian School and has volunteered with Legal Services of Greater Miami.

Experience

Alongside his AI counseling and litigation work, Frank advises insurance industry clients on best practices for using their own data to improve efficiency and outcomes. His defense practice centers on retail, product liability, premises liability, trucking, insurance, and commercial disputes.

He counsels and defends retailers, developers, restaurants, fitness chains, hotels, resorts, and other hospitality businesses in claims involving negligent security, slip/trip and falls, catastrophic personal injury, trucking and motor vehicle accidents, and employment and construction matters. His commercial work spans intellectual property, breach of contract, bad faith, franchise agreements, and landlord-tenant disputes. In product liability, he represents manufacturers and distributors facing toxic exposure and personal injury claims in the pharmaceutical, medical, construction, asbestos and silica, machinery, household product, safety equipment, recreational vehicle, trucking, and automotive industries.

Known as the "Miami Mentor," Frank also trains and mentors lawyers through articles, podcasts, how-to videos, and one-on-one conversations, and has met with hundreds of young lawyers to offer guidance on the practice and life in the law.
Jarod Stewart

Jarod Stewart

Steptoe LLP

Jarod Stewart chairs Steptoe’s Commercial Trials & Litigation practice from the firm’s Houston office, where he represents plaintiffs and defendants in business divorces, trade secrets disputes, healthcare litigation, fraudulent-transfer lawsuits, oil and gas disputes, and transnational cases involving Latin America, with a primary focus on the energy and healthcare industries. He clerked for the Hon. Lee H. Rosenthal of the U.S. District Court for the Southern District of Texas and speaks Spanish.

Education & Credentials

Mr. Stewart earned his law degree at Duke University School of Law, cum laude, where he served as Executive Editor of the Duke Journal of Constitutional Law & Public Policy and sat on the Moot Court Board. He holds a B.A. from Brigham Young University, where he was a University Scholar and a member of Pi Sigma Alpha. He is admitted in Texas and before the U.S. District Courts for the Southern, Northern, and Eastern Districts of Texas, the U.S. Court of Appeals for the Fifth Circuit, and the U.S. Court of Appeals for the District of Columbia.

Recognition & Leadership

He chairs Steptoe’s Commercial Trials & Litigation practice. Lawdragon 500 named him a Leading Energy Lawyer in 2025, and Legal 500 listed him in its Houston City Elite for Commercial Disputes the same year. Super Lawyers has recognized him in Texas for Business Litigation and General Litigation from 2021 through 2026, following selection as a Rising Star in 2013 and from 2016 through 2020. Benchmark Litigation placed him on its Under 40 Hot List from 2016 through 2019 and named him a Future Star from 2015 through 2024.

Professional Involvement

Mr. Stewart has written and presented extensively about Texas law and procedure and artificial intelligence. His recent writing includes: “From Novelty to Default: Why Companies Are Choosing the Texas Business Court” in Texas Lawyer (September 3, 2026), “Private Judges in Texas: An Increasingly Popular Option to State Courts and Arbitration” (January 8, 2026), “A New Era for Summary Judgment Practice in Texas Courts” in Texas Lawyer (September 24, 2025, with a January 8, 2026 update), and “Rules Governing AI in Courtrooms Lag Behind Tech Advancement” in Bloomberg Law (July 22, 2025). As for recent presentations, he presented “Privilege under Pressure: Navigating Legal Communications Across Modern Platforms” to the Association of Corporate Counsel, Houston Chapter in August 2026, “A New Era for Summary Judgment Practice in Texas” to the State Bar of Texas Litigation and Appellate Sections in June 2026 and April 2026, and “Privilege in the Age of AI: Protecting Attorney-Client Privilege and Work Product When Using AI Tools” in August 2026. He serves as Houston Chapter Chair of the J. Reuben Clark Law Society and is a Fellow of the Texas Bar Foundation.

Experience

Mr. Stewart represented a commercial real estate developer at trial and on appeal in a business divorce carrying eight-figure fraud and breach of fiduciary duty claims, which ended in a take-nothing judgment. He defended a renewable energy company in a bet-the-company Delaware Chancery Court action against a joint venture partner’s emergency injunctive relief request, resolving it so the client retained control of a key energy project. For the trustee of a bankrupt oil and gas company he pursued tens of millions in fraudulent transfers against dozens of defendants and won summary judgment on the “good faith” defense, affirmed by the Fifth Circuit. In trade secrets and employee mobility matters he has obtained temporary restraining orders and injunctions against former employees and their new employers, defeated an energy company’s request for a temporary injunction against departing employees, and defended energy companies against misappropriation and tortious interference claims. His energy and healthcare work includes declaratory judgments over disputed oil and gas assets in Texas, Louisiana, and Arkansas; AAA arbitration on environmental indemnification duties; summary judgment for healthcare clients against a $14.5 million fraudulent billing claim, unanimously affirmed; and the defeat of putative class actions brought against a hospital system.
Frank Ramos

Frank Ramos

Goldberg Segalla

Frank Ramos is a partner in the Miami office of Goldberg Segalla, where he helps clients adopt artificial intelligence in a safe, effective, and legally sound way, advises them on the rules and regulations that govern its use, and litigates AI-related matters when disputes arise. He has served as Vice Chair of the Federation of Defense and Corporate Counsel’s AI Committee and is a member of DRI’s AI Task Force. A civil defense trial lawyer and member of The Florida Bar since 1997, he has taken numerous trials and arbitrations to verdict or award.

Education & Credentials

Frank earned his J.D., magna cum laude, from the University of Miami School of Law in 1997 and his B.A., summa cum laude, from Florida International University in 1993. He is admitted to practice in Florida and before the U.S. District Courts for the Middle and Southern Districts of Florida, and he holds an AV Preeminent peer review rating from Martindale-Hubbell.

Recognition & Leadership

Frank holds senior leadership in the Federation of Defense and Corporate Counsel (FDCC), where he serves as Secretary-Treasurer for 2026 after terms on the Executive Committee (2023–25), as Senior Director (2022–25), and as Director (2020–22). Within the FDCC he has also served as AI Committee Vice Chair (2024–25), chaired the Diversity, Sponsorship, Virtual Programming, and Website and Social Media committees, and chaired the 2026 Winter Meeting Convention. He served on the DRI Board (2013–16) and as President of the Florida Defense Lawyers Association (2009).

The Florida Bar named him its 2025 Mentor of the Year. Best Lawyers in America named him Miami's "Lawyer of the Year" for Personal Injury Litigation – Defendants (2025) and Product Liability Litigation – Defendants (2020, 2023), and lists him in Commercial Litigation, Insurance Litigation, Product Liability Litigation – Defendants, and Personal Injury Litigation – Defendants. He has been recognized by Florida Super Lawyers every year from 2013 through 2026, by Forbes among America's Best-in-State Lawyers (2025), and by Florida Trend's Florida Legal Elite. The FDCC has honored him with the Andrew C. Hecker Award (2024), the President's Award (2020, 2022), the Freddie Award (2022), the Strategic Plan Award (2018), and the Joseph R. Olshan Award (2015, 2017).

Professional Involvement

Frank writes and teaches extensively on AI risk in legal and insurance practice. His recent presentations include "Attorney-Client Privilege and Work Product When Using AI" for the Florida Defense Lawyers Association (2026), "Artificial Intelligence and Legal Ethics: Risks, Responsibilities and Best Practices" at The Florida Bar Annual Technology Symposium (2026), and "The Risks of AI and How to Mitigate Them" for the Risk Management Society Greater Miami Chapter (2025). He has also presented for myLawCLE, including "Verifying the Machine: Catching AI Hallucinations in Your Briefs and Your Opponent's" (2026).

His AI writing includes "AI Discovery for the Defense: Finding the Inputs, Outputs, Logs, and Disclosures that Matter" (For The Defense, 2026), "Pitfalls of AI Use and Avoidance Strategies," "AI Agents in Law Firms," and "Checklist: Build Internal AI Tools" (Bloomberg Law, 2025), and "Build it Right Before You Build it Big: A 52 Week AI Adoption Plan for Law Firms" (Florida Bar News, 2026). In all, he has written more than 500 articles, given more than 400 presentations, and authored more than 20 books published by the FDCC, DRI, the American Bar Association, and The Florida Bar.

He is a member of The Florida Bar, the FDCC (since 2006), the Florida Defense Lawyers Association (since 1998), and the Association of Defense Trial Attorneys. He has served on the board of the Miami-Dade Defense Bar Association (2013–16) and chaired the Eleventh Judicial Circuit Historical Society (2010). In the community, he has served on the boards of Parent to Parent of Miami and Florida Christian School and has volunteered with Legal Services of Greater Miami.

Experience

Alongside his AI counseling and litigation work, Frank advises insurance industry clients on best practices for using their own data to improve efficiency and outcomes. His defense practice centers on retail, product liability, premises liability, trucking, insurance, and commercial disputes.

He counsels and defends retailers, developers, restaurants, fitness chains, hotels, resorts, and other hospitality businesses in claims involving negligent security, slip/trip and falls, catastrophic personal injury, trucking and motor vehicle accidents, and employment and construction matters. His commercial work spans intellectual property, breach of contract, bad faith, franchise agreements, and landlord-tenant disputes. In product liability, he represents manufacturers and distributors facing toxic exposure and personal injury claims in the pharmaceutical, medical, construction, asbestos and silica, machinery, household product, safety equipment, recreational vehicle, trucking, and automotive industries.

Known as the "Miami Mentor," Frank also trains and mentors lawyers through articles, podcasts, how-to videos, and one-on-one conversations, and has met with hundreds of young lawyers to offer guidance on the practice and life in the law.
Jarod Stewart

Jarod Stewart

Steptoe LLP

Jarod Stewart chairs Steptoe’s Commercial Trials & Litigation practice from the firm’s Houston office, where he represents plaintiffs and defendants in business divorces, trade secrets disputes, healthcare litigation, fraudulent-transfer lawsuits, oil and gas disputes, and transnational cases involving Latin America, with a primary focus on the energy and healthcare industries. He clerked for the Hon. Lee H. Rosenthal of the U.S. District Court for the Southern District of Texas and speaks Spanish.

Education & Credentials

Mr. Stewart earned his law degree at Duke University School of Law, cum laude, where he served as Executive Editor of the Duke Journal of Constitutional Law & Public Policy and sat on the Moot Court Board. He holds a B.A. from Brigham Young University, where he was a University Scholar and a member of Pi Sigma Alpha. He is admitted in Texas and before the U.S. District Courts for the Southern, Northern, and Eastern Districts of Texas, the U.S. Court of Appeals for the Fifth Circuit, and the U.S. Court of Appeals for the District of Columbia.

Recognition & Leadership

He chairs Steptoe’s Commercial Trials & Litigation practice. Lawdragon 500 named him a Leading Energy Lawyer in 2025, and Legal 500 listed him in its Houston City Elite for Commercial Disputes the same year. Super Lawyers has recognized him in Texas for Business Litigation and General Litigation from 2021 through 2026, following selection as a Rising Star in 2013 and from 2016 through 2020. Benchmark Litigation placed him on its Under 40 Hot List from 2016 through 2019 and named him a Future Star from 2015 through 2024.

Professional Involvement

Mr. Stewart has written and presented extensively about Texas law and procedure and artificial intelligence. His recent writing includes: “From Novelty to Default: Why Companies Are Choosing the Texas Business Court” in Texas Lawyer (September 3, 2026), “Private Judges in Texas: An Increasingly Popular Option to State Courts and Arbitration” (January 8, 2026), “A New Era for Summary Judgment Practice in Texas Courts” in Texas Lawyer (September 24, 2025, with a January 8, 2026 update), and “Rules Governing AI in Courtrooms Lag Behind Tech Advancement” in Bloomberg Law (July 22, 2025). As for recent presentations, he presented “Privilege under Pressure: Navigating Legal Communications Across Modern Platforms” to the Association of Corporate Counsel, Houston Chapter in August 2026, “A New Era for Summary Judgment Practice in Texas” to the State Bar of Texas Litigation and Appellate Sections in June 2026 and April 2026, and “Privilege in the Age of AI: Protecting Attorney-Client Privilege and Work Product When Using AI Tools” in August 2026. He serves as Houston Chapter Chair of the J. Reuben Clark Law Society and is a Fellow of the Texas Bar Foundation.

Experience

Mr. Stewart represented a commercial real estate developer at trial and on appeal in a business divorce carrying eight-figure fraud and breach of fiduciary duty claims, which ended in a take-nothing judgment. He defended a renewable energy company in a bet-the-company Delaware Chancery Court action against a joint venture partner’s emergency injunctive relief request, resolving it so the client retained control of a key energy project. For the trustee of a bankrupt oil and gas company he pursued tens of millions in fraudulent transfers against dozens of defendants and won summary judgment on the “good faith” defense, affirmed by the Fifth Circuit. In trade secrets and employee mobility matters he has obtained temporary restraining orders and injunctions against former employees and their new employers, defeated an energy company’s request for a temporary injunction against departing employees, and defended energy companies against misappropriation and tortious interference claims. His energy and healthcare work includes declaratory judgments over disputed oil and gas assets in Texas, Louisiana, and Arkansas; AAA arbitration on environmental indemnification duties; summary judgment for healthcare clients against a $14.5 million fraudulent billing claim, unanimously affirmed; and the defeat of putative class actions brought against a hospital system.

Credits by state

AK2.0
AL2.0
AR2.0
AZ2.0
CA2.0
CO2.0
CT2.0
DC
DE2.0
FL2.5
GA2.0
HI2.0
IA2.0
ID2.0
IL2.0
IN2.0
KS2.0
KY2.0
LA2.0
MA2.0
MD2.0
ME2.0
MI2.0
MN2.0
MO2.4
MS2.0
MT2.0
NC2.0
ND2.0
NE2.0
NH120.0
NJ2.0
NM2.0
NV2.0
NY2.0
OH2.0
OK2.5
OR2.0
PA2.0
RI2.5
SC2.0
SD2.0
TN2.0
TX2.0
UT2.0
VA2.0
VT2.0
WA2.0
WI2.0
WV2.4
WY2.0

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MCLE Credits

Alabama
Approved
Alaska
Approved
Arizona
Approved
Arkansas
Approved
California
Approved
Colorado
Pending
Connecticut
Approved
Delaware
Pending
District of Columbia
No Required
Florida
Approved
Georgia
Approved
Hawaii
Approved
Idaho
Pending
Illinois
Approved
Indiana
Approved
Iowa
Pending
Kansas
Pending
Kentucky
Pending
Louisiana
Pending
Maine
Pending
Maryland
No Required
Massachusetts
No Required
Michigan
No Required
Minnesota
Pending
Mississippi
Pending
Missouri
Approved
Montana
Pending
Nebraska
Pending
Nevada
Approved
New Hampshire
Approved
New Jersey
Approved
New Mexico
Approved
New York
Approved
North Carolina
Pending
North Dakota
Approved
Ohio
Approved
Oklahoma
Pending
Oregon
Pending
Pennsylvania
Approved
Rhode Island
Pending
South Carolina
Pending
South Dakota
No Required
Tennessee
Approved
Texas
Approved
Utah
Pending
Vermont
Approved
Virginia
Not Eligible
Washington
Approved
West Virginia
Pending
Wisconsin
Approved
Wyoming
Pending

Alabama

Requirements

The Alabama State Bar MCLE Commission requires attorneys to complete 12 credits, including 1 ethics, by December 31 of each year. All credits must be reported by February 15 of the following year. A maximum of 12 credits, including 1 ethics credit, may be carried over for 1 year only.  

Formats

  • Attorneys can earn unlimited “live” credit through live seminars, live webcasts, and co-sponsored locations with MyLAWCLE-Alabama approved programs
  • Attorneys are limited to 6 credits per compliance period of “online” programs through MyLAwCLE On-Demand programs