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AC47920
Conn. App. Ct.
Jul 28, 2026
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Background

  • The petitioner was charged with murder, attempted murder, and first degree assault after he shot two victims from a vehicle, killing one and paralyzing the other. 1
  • Before trial, the state offered a plea deal, and the petitioner initially rejected it but then pleaded guilty during the plea canvass. 2
  • The petitioner later filed a habeas petition alleging that trial counsel O'Reilly ineffectively advised him about Baxter's willingness to testify and the viability of self-defense. 3
  • This court previously reversed in part and ordered a new trial on the ineffective assistance claims tied to Baxter's testimony and the related plea withdrawal issue. 4
  • On remand, the habeas court credited testimony that Baxter was willing to testify, found O'Reilly's contrary advice deficient, and granted the petition in part while denying the claim against replacement counsel Pattis. 5
  • The respondent appealed, conceding deficient performance on the Baxter advice but disputing prejudice and the self-defense ruling. 6

Issues

Issue Plaintiff's Argument Defendant's Argument Held
Whether incorrect advice about Baxter's willingness to testify prejudiced the plea decision 7 Freitag would have rejected the plea and gone to trial with Baxter's testimony. No prejudice because Freitag later did not move to withdraw the plea. Freitag was prejudiced; he would have gone to trial absent the bad advice. 8
Whether failure to move to withdraw the guilty plea defeated prejudice 9 The later failure to withdraw the plea did not erase the earlier coercive advice. Not seeking withdrawal showed he would not have insisted on trial. No; the habeas court's credibility findings controlled and no waiver/default ruling barred relief. 10
Whether advice about self-defense was deficient 11 O'Reilly unreasonably downplayed self-defense and Baxter's corroboration. The self-defense advice was not deficient. Not reached; prejudice on Baxter advice was sufficient to affirm. 12

Key Cases Cited

  • Strickland v. Washington, 466 U.S. 668 (U.S. 1984) (sets the ineffective assistance standard 13)
  • Hill v. Lockhart, 474 U.S. 52 (U.S. 1985) (modifies Strickland prejudice for guilty pleas 14)
  • Humble v. Commissioner of Correction, 180 Conn. App. 697 (Conn. App. 2018) (appellate review of habeas factual findings is for clear error, legal conclusions are plenary 15)
  • Cruz v. Commissioner of Correction, 206 Conn. App. 17 (Conn. App. 2021) (prejudice in guilty-plea ineffective assistance turns on whether defendant would have gone to trial 16)
  • Carraway v. Commissioner of Correction, 144 Conn. App. 461 (Conn. App. 2013) (Hill prejudice is not merely a sentence-comparison exercise 17)
  • Barlow v. Commissioner of Correction, 343 Conn. 347 (Conn. 2022) (whether counsel's deficient performance caused a plea is a factual question reviewed for clear error 18)
  • Cullen v. United States, 194 F.3d 401 (2d Cir. 1999) (would-have-pled inquiry is a factual prediction 19)
  • Freitag v. Commissioner of Correction, 208 Conn. App. 635 (Conn. App. 2021) (prior appeal held a new trial was required on the Baxter-related ineffective assistance claims 20)
Read the full case

Case Details

Case Name: Freitag v. Commissioner of Correction
Court Name: Connecticut Appellate Court
Date Published: Jul 28, 2026
Citation: AC47920
Docket Number: AC47920
Court Abbreviation: Conn. App. Ct.
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