August 11, 2026

Inside BigLaw Hiring with Dr. Milana Hogan, Sullivan & Cromwell Chief Talent Officer

Inside BigLaw Hiring with Dr. Milana Hogan, Sullivan & Cromwell Chief Talent OfficerPodcast Banner Image
Inside BigLaw Hiring with Dr. Milana Hogan, Sullivan & Cromwell Chief Talent OfficerPodcast Banner Image

In this episode of Status Check with Spivey, Mike is joined by Dr. Milana Hogan, Chief Talent Officer at Sullivan & Cromwell, and Rob Baker, a former law firm hiring committee member and BigLaw attorney, for a conversation about the increasingly front-loaded BigLaw recruiting process and what prospective and current law students should know about navigating it. Rob has held recruiting roles at large, medium, and boutique-sized law firms, while Dr. Hogan has spent nearly two decades at Sullivan & Cromwell working in talent, associate development, and recruiting.  

The group discusses how law firm recruiting has shifted earlier over time and the market pressures driving that change (7:41); whether hiring could move even earlier and why first-semester law school grades may serve as a practical stopping point (13:48); whether 0Ls should already be reaching out to firms and how to approach those conversations from a learning rather than a “will you hire me?” posture (17:13); the value of LinkedIn, low-pressure outreach, and building relationships before recruiting formally begins (20:53); and why the current system may create new opportunities for 2Ls and 3Ls who missed out earlier in the process (24:39).  

They also discuss how AI is affecting BigLaw work and hiring, including Sullivan & Cromwell’s use of AI as one part of its holistic hiring process (28:34); what can turn hiring partners off in an interview and why trying too hard to demonstrate how smart you are can backfire (31:47); the importance of curiosity, humility, and a willingness to learn from more experienced lawyers (34:45); and why students should take ownership of their careers, seek out opportunities, and practice interviewing before the real thing (37:52).

Related resources: Mike references NALP Executive Director Nikia Gray’s article, The “Cruel” Recruiting Timeline, which examines the history of OCI and the market forces behind the increasingly accelerated law firm recruiting process. He also references a South Park episode parodying Black Friday’s increasingly early start as an analogy for how BigLaw recruiting has continued moving earlier.

You can listen and subscribe to Status Check with Spivey on ⁠⁠Apple Podcasts⁠⁠, Spotify⁠⁠, and ⁠⁠YouTube⁠⁠. You can read a full transcript of this episode with timestamps below.

Podcast Transcript
Featuring

Chief Talent Officer

Dr. Milana Hogan is the Chief Talent Officer at Sullivan & Cromwell LLP.

Founder and CEO

Mike Spivey is one of the world's foremost legal and higher education experts.

Executive Advisor to CEO & Consultant

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Timestamps:

1:57 — #1
3:03 — #2
3:34 — #3
4:04 — #4
4:41 — #5
5:15 — #6
5:44 — #7
6:11 — #8
6:28 — #9
6:47 — #10
7:23 — #11
7:36 — #12
8:03 — #13
8:30 — #14
8:51 — #15
9:06 — #16
9:56 — #17
10:18 — #18
10:39 — #19
11:00 — #20