Privacy Under Pressure (With Harlo Holmes)

23 Feb 2026 · 45 min · 19 chapters

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In short

The 404 Media Podcast Episode Summary: Privacy Under Pressure (With Harlo Holmes)

Episode Overview In this episode of The 404 Media Podcast, hosts Joseph, Sam, Emanuel, and Jason engage in a timely discussion with Harlo Holmes, Chief Security Programs Officer at the Freedom of the Press Foundation. The conversation explores the increasing importance of privacy and digital security for journalists and ordinary citizens, particularly in light of recent arrests of journalists in the U.S.

Key Themes and Discussions

Introduction to the Freedom of the Press Foundation

  • Mission: The Foundation supports press freedom through advocacy, legal support, and technical innovations.
  • Key Initiatives:
  • Advocacy Team: Monitors and responds to violations of press rights, files amicus briefs and supports journalists in legal battles.
  • U.S. Press Freedom Tracker: A resource documenting press freedom violations.
  • Technical Tools: Development of tools such as SecureDrop for anonymous communication and Danger Zone for document safety.

Importance of Digital Security

  • Growing Threats: The current political climate has made digital security more crucial for journalists and the public.
  • Practical Security Measures:
  • Passcode Security: The need for strong passcodes versus quick access methods (biometrics).
  • Situational Awareness: Understanding the context can help individuals decide on the best security measures to adopt in various situations.

Addressing Privacy Nihilism

  • Coping with Feelings of Hopelessness: Harlo discusses overcoming the belief that privacy is unattainable and emphasizes the importance of being proactive in protecting one’s digital identity.
  • Censorship and Access: Concerns about increased censorship and barriers to accessing important information, especially for marginalized communities.

Recent Incidents in Journalism

  • Arrests of Journalists: Discussion of the arrest of journalists, particularly highlighting the cases of Hannah Naitensen and others.
  • Legal Implications: The shift from subpoenas to warrants in press-related cases raises alarms about the erosion of established protections for journalists.

Security Best Practices

  • Lockdown Mode: Highlighted as an effective tool for protecting sensitive information, especially in high-risk situations.
  • Threat Modeling: Understanding the specific threats individuals face is essential for effective risk management.

Cultural Perspectives on Digital Security

  • Global Attitudes: Harlo emphasizes that attitudes toward digital security vary greatly by region and political context. There is a notable difference between the optimism seen in some areas compared to the nihilism in regions facing severe political oppression.

The Future of Digital Security

  • Shift Towards Open Source Solutions: Discussion about a possible resurgence in open-source software as a response to centralized control and surveillance.
  • Community Building: The necessity of developing supportive networks that prioritize mutual aid and shared knowledge in digital security practices.

Conclusion The episode concludes with a call for listeners to be proactive about their digital security and to support journalism that prioritizes press freedom. Harlo's insights underline the interconnectedness of digital rights, press freedom, and the broader fight for civil liberties in an increasingly monitored society.

Key Takeaways

  • Digital security is crucial for both journalists and citizens in today’s political climate.
  • Tools like SecureDrop and lockdown mode can effectively protect sensitive information.
  • Cultivating a community-focused approach to security and privacy can foster resilience against systemic threats.

For more information and access to exclusive content, listeners are encouraged to visit [404 Media](https://404media.co) and consider subscribing for additional benefits.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Understanding the Freedom of the Press Foundation

0:45 to 4:00

An overview of the Freedom of the Press Foundation and its mission.

“And so they feel very urgent and pressing.”

Digital Security Needs for Journalists

4:00 to 7:20

Discussing security measures journalists should adopt today.

“and we do a number of trainings, consultations, organizational security audits and stuff like that, centered wherever journalism needs us most.”

Digital Security Practices for Everyone

7:20 to 10:00

Exploring security practices that average individuals can implement.

“And neither of these answers are correct, really.”

Navigating Security in Chaotic Situations

10:00 to 12:40

Advice on balancing digital security and accessibility in urgent scenarios.

“It's like your digital security practices aren't fixed for your life.”

The Trade-Offs of Digital Security

12:40 to 14:02

Examining the trade-offs between security practices and everyday accessibility.

“And so now I'm going to wipe biometrics out of the secure enclave, like the local hardware.”

The Dilemma of Phone Use at Protests

14:02 to 15:12

Exploring the trade-offs of bringing phones to protests for safety versus privacy.

“Do I trade off that security and safety of having my phone with me in case something goes down and I need to record?”

Cultural Attitudes Towards Digital Security

15:12 to 16:32

Discussing how political climates influence attitudes towards digital security across cultures.

“And that kind of brings me to something else that I heard you say on the EFF's How to Fix the Internet podcast, which is such a good podcast.”

Data Sovereignty and Optimism in Europe

16:32 to 18:08

Examining the resurgence of open-source software and optimism around data sovereignty in Europe.

“And in literally like the past year and a half, we've seen the persistent threat, not only of political upheaval, but also like what that means in terms of data sovereignty.”

Nihilism and Technology in Journalism

18:08 to 20:08

Investigating the challenges faced by journalists in regions with high stakes for digital communication.

“order to build a better software and to build a better tomorrow for our data.”

The Rise of Linux and Maker Culture

23:31 to 25:38

Discussing the resurgence of Linux and how it aligns with maker culture and individual empowerment.

“Linux never went away, so we're only returning if you've abandoned it.”
Show all 19 chapters

Nihilism in Privacy and Security

25:38 to 27:20

Addressing the pervasive feeling of hopelessness regarding privacy and security in the digital age.

“I mean, I'm like, I just need like the tiniest push probably to get off of Windows.”

Countercultures and Digital Privacy

27:20 to 28:03

Exploring the existence of countercultures that promote better privacy practices and the younger generation's access to them.

“I can only see that getting worse as far as, you know, just like handing over mass amounts of your private information.”

Pushing Back Against Privacy Erosion

28:03 to 29:51

Discussing strategies and optimism in the fight for privacy rights.

“confronted with that kind of attitude, I guess?”

Historical Context of Online Privacy

29:51 to 32:00

Exploring the evolution of online spaces for privacy and expression.

“content that helps anybody find their way in terms of their sexual and gender identity in this crazy world.”

The Role of Freedom of the Press

32:00 to 34:28

Examining the response of Freedom of the Press to recent journalist arrests.

“We need a new, a new version of those things maybe, but I don't know what they would be.”

Technical Solutions for Journalists

34:28 to 37:19

Discussing technical measures journalists can take to ensure their safety.

“So first off, once again, Freedom of the Press Foundation, like, you know, attacks issues within press freedom from different fronts at once.”

Current Threats to Journalistic Freedom

37:19 to 39:41

Identifying new threats to journalists and the implications for press freedom.

“In terms of Don Lemon and Georgia Fort, we have signed on to a letter in order to let NABJ take the lead here, the National Association for Black Journalists.”

Building Community and Trust

39:41 to 42:09

Discussing the importance of mutual support in journalism and activism.

“It's just like the way that this, that all this privacy stuff works.”

The Battle for Privacy and Hope

42:09 to 43:12

Exploring the ongoing fight for privacy and the hope within activism.

“unhitch us all and leave us at the extremes where we can't find one another.”
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Transcript

Automatic transcript. May contain errors.

0:05Sam:Hello, and welcome to another interview episode of the 404 Media podcast. 404 Media is a journalist-founded company and needs your support. To subscribe, go to 404media.co. As well as bonus content every single week, subscribers also get early access to episodes like this one. Gain access to that content at 404media.co. This week, I'm joined by Harlo Holmes. Harlow is the Chief Security Programs Officer at Freedom of the Press Foundation. She's also a media scholar, software programmer, and activist. Hi, Harlow. I'm so excited to be here. Thank you for having me. Oh my gosh. So good to see you.

0:43Sam:You too. Yeah. So I was just saying off mic that all the things we're going to talk about today are so timely. And so they feel very urgent and pressing. Yeah. And your job has never been more crucial. So I'd love to just kind of start out with an introduction to the Freedom of the Press Foundation, what the work of the foundation is. Folks who are familiar with 404 are probably also familiar with Freedom of the Press, but just to give us an idea of what it is and then also what you do within the foundation. Sure.

1:19Harlo Holmes:I mean, I hope for our listeners are as familiar with us as we are with y 'all. But so Freedom of the Press Foundation is a almost 14 year old 501c3 based here in the United States. And we support press freedom in all of the ways that we can. And right now we do it in three ways. You probably have been most familiar with our advocacy team, which is comprised of legal scholars, lawyers, and audience people, and journalists who track down every instance, large or small, where members of the press have had their right to report trampled upon. And we advocate for them. We file amicus briefs. We issue statements of support.

2:11Harlo Holmes:We hop in on legal cases. We have a newsroom called the U.S. Press Freedom Tracker where that is documented and our reporters there will literally like, you know, go with the case from start to finish with, you know, of course, the consent of anybody involved in order to keep not only like a journalistic record, but also a data record of instances that we've been seeing. And we've been doing this work for, I mean, like, you know, relatively like a long time. And so it's a really, really excellent place to watch the trends in terms of tactics that are waged against members of the press, in terms of like, you know, the chilling effects that it has, and in terms of like where that has been happening across the United States.

3:00Harlo Holmes:So that's one thing that we do. And then maybe you've heard of various like engineering efforts of ours, like SecureDrop, which is the most famous, which is a technical appliance that a number of newsrooms like install in their offices. and that enables technical anonymity between sources and journalists at those newsrooms. But we also have like a number of other things like Danger Zone, which is a really cool tool in order to help you like scrub particular nasties like malware and trackers and stuff like that out of documents that you might come across during a typical day at a newsroom. So you can look at them in safety and share them safely and stuff like that.

3:41Harlo Holmes:And then my team is the security training team where we have like a whole bunch of, you know, writing. So if you want a primer, if you want the blog post, if you want a, it's Valentine's Day coming up, we have these like signal stickers or whatever. Like these are efforts that we perform and we do a number of trainings, consultations, organizational security audits and stuff like that, centered wherever journalism needs us most. And right now it's right at home.

4:11Sam:Yeah, yeah, it's definitely, it's not a far flung issue. And it never has been, but, you know, I think more than ever, many more journalists who maybe weren't like security aware before, probably including myself. I probably am more security aware than a lot of just like members of the public who aren't journalists. But even among like journalists, it's like there's definitely like a gradation of like Joseph Cox is probably the extreme end of most secure journalists. I'm probably somewhere in the middle, but it's, you know, it's dependent on like the things you cover. I actually hadn't heard of Danger Zone.

4:42Sam:I need to check that out. It's definitely something that I need to get up on. And we used SecureDrop at Vice quite a bit. And I think if you're not familiar with SecureDrop, it's actually like a physical thing that you have to go log on to. You have to get access to in a physical space. So it's installed in the office. So I just remember Lorenzo Franceschi Bigrai, who used to work with us at Vice, was the SecureDrop keeper. So yeah, I think I usually need like a refresher or to get up to date and up to speed using Freedom of Press' tools in my work too, because I think, I don't know, I'm like somewhere in the middle of the threat model from extreme to least extreme.

5:31Sam:But who knows? Honestly, it's better to be safe than sorry. Yeah. So as we just talked about, this has been something that is more and more pressing and like urgent for journalists in the U.S., especially under this administration and some of the attacks we've seen against journalists here in the States. are there digital insecurity practices that journalists are using or that have used for years that normal people in the U.S., like people who aren't journalists, should be implementing? Because at this point, if you're at a protest, if you're just walking down the street in a lot of cities in the U.S., you could get your phone taken from you.

6:13Sam:You could be questioned. It's It's something where it feels like a threat to a lot more people than it ever was before. It's not just like you're a journalist doing a sensitive investigation. You're just someone who's recording the police within your right. And you could be at risk of being targeted and having your devices taken away or whatever it is. So are there things that average people should be doing that they're not? What are you seeing in the landscape right now? Yeah.

6:47Harlo Holmes:So I would say that for any person, even if you are a journalist and you're just like being a citizen today, as we are, just situational awareness, I think, goes a long way. And that might not be something that people are used to practicing, especially like, you know, where phones are concerned. if a phone is seized, you definitely do want to make sure that people have an answer to the question, am I using like a really like fantastic, you know, like complex passcode, which is really great in the event that your phone enters into, you know, like some sort of like computer assisted, you know, like a reconnaissance type of situation where there are tools that law enforcement may use in order to extract data from your phone versus do I want to make sure that when I'm walking out in the streets and there might be chaos that I can really, really quickly open up my phone, like with my face, with my fingerprint or with like, you know, like, I don't know, six little digits, like zero, zero, zero, zero or something like that in order to open it up.

8:05Harlo Holmes:And neither of these answers are correct, really. Like one of them is like correct in terms of extraction devices. Another one is correct in terms of keeping yourself as safe as possible and as nimble as possible when, you know, your situation changes on a dime. And instead of just being like a person going to the grocery store, you have to kick into citizen journalism mode. And so finding that sweet spot that makes sense for you, for where you are, and also knowing that that's negotiable. Because if I were a resident of Minneapolis, my calculus would be different than I feel in Brooklyn. you know?

8:46Harlo Holmes:And so all of these things are just like knowing exactly like where the levers are that you need to push and pull, where the toggles that you need to switch in order to make those own calculations for yourself is something that it's like so boring. It's so boring, but it is something that people might want to have to think about. And also, this isn't the first time that we've thought about what it means to participate in democracy, what it means to participate in holding on dearly to your First Amendment rights as a citizenry. And so let's all think back to what it was like in 2020, in 2016, right?

9:33Harlo Holmes:These are all moments where we have felt that. And it's just about remembering.

9:39Sam:Yeah. I mean, I'm definitely getting a lot of like 2020 flashbacks as far as, you know, that's just like refreshers on like your rights at a protest, your right to film the police, your digital safety when you're out, not even just like at a protest or filming a protest, but just, you know, going through your day. And it's definitely something that I also need the reminder of too. It's like your digital security practices aren't fixed for your life. It's like you didn't, you don't have to just like set your pin and never change it. You don't have to like set your password, never change it. You can maybe, and I think this is a really good point that you made.

10:15Sam:It's you can say, I need to be able to get, I need to prioritize getting into my phone very quickly. And maybe that is my fingerprint in this particular day or situation or errand that I'm running, whatever it is, um, versus, you know, not wanting authorities to be able to use your fingerprint against you and because they will because they will and they can they legally can which is such a i mean i think when i first learned that i was

10:44Harlo Holmes:like that's a really wild situation well so i'm i'm not a lawyer but um actually highly recommend going to uh people like jen nelson at reporters committee for free press right um where she makes the very, very clear and kind of dystopian distinction between like, there is definitely precedent that, you know, biometrics can be sought, like specifically, like within a warrant, like we've seen in, you know, like the Washington Post example of just like, you know, two weeks ago. But the law has always been like, you know, kind of like shifting on whether or not that's in breach of our constitutional rights.

11:24Harlo Holmes:Passcode, however, that is. But the thing is, is that in the moment, the damage will already have been done. Whether or not testimony of that kind can be compelled out of you, like that is for a court to decide. But when you're on the street, there's no one to arbitrate that for you. And so you might as well consider. And we also now have increasingly more precedent where there's like, it feels like, you know, that ship has sailed. you should consider biometrics as being something that can be compelled out of you. And so in which case, go through the passcode. And so in which case, one of the things that we would love people to be aware of is, one, if you don't want to use biometrics, okay, don't.

12:11Harlo Holmes:But please don't make it like a stupid passcode that's just easily breakable, right? Because that's another type of damage that you cannot contain at all. But know that at least on all of our various devices, there are gestures that you can learn and within under 10 seconds, if not less, you can kind of toggle between, I'm happy strolling in biometrics mode, walking the dog. And now I fear for my safety and I fear for my possession of my devices. And so now I'm going to wipe biometrics out of the secure enclave, like the local hardware. So it's no longer accessible. And that passcode needs to be introduced again in order to further interrogate a device.

13:03Harlo Holmes:and that's not 100 perfect because you know we're still looking at a state where the phone has been unlocked right so there is a certain amount of information that can be taken out of the device but depending on the device that you have um you know you still have more of a fighting chance

13:21Sam:yeah yeah for sure i mean that's and i think that's something that's really interesting and people should know is just like you can you can actually make that switch on the fly i mean you

13:32Harlo Holmes:You can also power it off too. I mean, the same gesture, like on a typical iPhone, actually, the same gesture that will clear out your biometrics is one that will power off your phone. And that brings you to the state where even better than having a non-biometrically unlockable phone, you're bringing it back to what's called the BFU or the before unlock state, which means that it is entirely encrypted. Absolutely everything is encrypted with some little exceptions but they're like trivial in this case and that even gives you more protection and but that said these are the trade-offs it's like okay like do i want to turn my phone completely off or do i actually need this phone to film this right now so in which case you want like biometrics off and then you just like swipe to the right and you put your you take your camera out you know or whatever and like you know these are the trade-offs that you have to make yeah yeah i

14:25Sam:mean it's definitely um especially filming and being at protests and in 2020 2021 it was something that I think a lot more people were thinking about more seriously was, do I leave my phone home? Do I trade off that security and safety of having my phone with me in case something goes down and I need to record? Or if I need to meet up with the people that I'm with for safety reasons? I might not be able to just head home at the end of the day without my phone. I might need to link up with these people later and make sure we're all good. Or you're getting information in real time on like WhatsApp or Signal or something.

15:02Sam:Yeah, yeah.

15:03Harlo Holmes:Or in your various groups.

15:05Sam:Yeah. So it just felt like such a fraught decision to have to make whether or not to leave the phone home or to bring it. I think most people probably brought it because we are so attached. Yeah. A lot of people do. Yeah. Yeah. And that kind of brings me to something else that I heard you say on the EFF's How to Fix the Internet podcast, which is such a good podcast. And it was a really good conversation about just this topic in general, but you mentioned that the attitudes around digital security and protections are actually very political and they vary between countries and cultures. Can you elaborate on that a little more?

15:45Harlo Holmes:Yeah, I mean, I strongly believe that. And also like my views on that are starting to not evolve, but also like just starting to see more of like historicity around these particular theories. And there are like beliefs or attitudes held by like certain, you know, like cultures that have definitely evolved in recent years in ways that are like incredibly impressive as well. But ultimately it comes to, you know, like how optimistic or pessimistic people are using, you know, the technologies that we pretty much all have in the face of the political climate that is their lived reality. And so that's really, really fascinating.

16:31Harlo Holmes:And so, you know, I would say like maybe, you know, like 10 years ago, there were a number of folks in Central and Eastern Europe who might have felt really, really disenfranchised by technology because they did not necessarily know like, you know, was in control of building it and they didn't have any say in like what that meant for them as people were incredibly like surprised by uh the extent to which their data had been like taken from them and used you know like against them uh and stuff like that um but now i see a lot of like kind of optimism, especially in places where there's more like change in government that just like, on the whole, gives people more, more hope.

17:22Harlo Holmes:Also, this doesn't have to do with like Central and Eastern Europe in particular, but like, there is a really, really interesting, like, recharge of, you know, open source software, Linux based software and stuff within the European Union that has to do with like, you know, clawing back their data from, you know, the big giants who have hegemony or who have like this hegemony in the United States. And in literally like the past year and a half, we've seen the persistent threat, not only of political upheaval, but also like what that means in terms of data sovereignty. And so people like really feeling like it is, you know, like our duty on this continent in order to like center around these particular ideals in order to build a better software and to build a better tomorrow for our data.

18:12Harlo Holmes:That also doesn't come without like, you know, it's downfalls because we're looking at, you know, issues having to do with like ID and verification and things like that in order to access web content and the censorship issues that that entails. But I don't know, like that's just one thing. It used to be really, really simplistic to say that in countries in Central and South America, there's a lot of nihilism about, you know, whether or not, uh, communicating digitally was any better or like provided any like, you know, reasonable benefit to the act of journalism because the stakes are incredibly high, um, in terms of violence against journalism often to, you know, like really, really, um, horrible extremes in my like last couple of years encountering and listening to exactly what that looks like.

19:06Harlo Holmes:And encountering that resistance to certain types of technologies, especially like end-to-end technologies or circumvention tech, like VPNs, you know, things like that was really, really palpable. And it evolves. I have like ideas about what, you know, the American story looks like as well, or, you know, like within the United States, especially during these times, I feel like in the United States, and it's something that I will super duper admit to. I wouldn't say like arrogance is the word, but definitely like an optimism about, you know, like how, like, oh, it's okay. Like the, this tech is definitely going to save us in order to like quote Paris Marx there, you know?

19:54Harlo Holmes:Just like an optimism that we were afforded until recently. We were afforded that optimism. And now I still do believe it, but I don't have the optimism and now it's more of a fight. So yeah. And may that fight be baked into the technical American ethos.

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23:46Sam:I'm curious if you think that there could be a world or a future, you know, 10, 20 years from now, when we also experienced that sort of like going back to open source or building out open source, returning to things like Linux. Linux never went away, so we're only returning if you've abandoned it. This year is the year of the desktop. It is. Okay. Okay. Say more about that, please. Because I think every time I bring up Linux on this podcast, people email me. So please, let's do it.

24:22Harlo Holmes:Well, I mean, what is there to say? You know, it is a fantastic alternative for a number of reasons that I've seen. And I don't necessarily know if this resonates. It definitely doesn't resonate with like clients of mine. I still have to talk in Mac and Windows. I really do. But there are a couple of things I think are interesting. A, absurgence in like maker culture, right? And so using Linux systems is actually like the easiest like path forward if you aren't already like a Windows user in order to like really, really dig deep into a lot of like these systems. When we're looking at, you know, the like, kind of like drastic changes to Windows in particular, regarding how they've like dug 10 toes down into AI and like aggressively pushing at it.

25:12Harlo Holmes:There are a number of people for whom that is like, pretty much like unattainable, because like, they cannot necessarily afford that hardware. I'm sure it's notwithstanding. And also just like, unsustainable, like they don't want it, they revolt. And so there are a number of folks who are like, actually, no, if I learn Linux, I can actually learn to build something on my own terms.

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25:35Sam:So, yeah. And that's cool. It is really cool. I think it's really cool. I mean, I'm like, I just need like the tiniest push probably to get off of Windows. I'm a Windows main and always have been. And then the end of Windows 10 support and the AI stuff. Yeah. What kind of felt like a last straw for me. I know.

25:56Harlo Holmes:And it came like a one-two punch, like literally, like at the same time. And you're like, this is too much for people to absorb. So what are you going to expect? People are going to look for options. Exactly.

26:07Sam:Yeah. I need to block out probably a weekend and back all my stuff up and make the attempt, probably call some friends who are Linux users to come help me do that. Because I think it's spiritually better for your soul to be off of Windows and Mac OS in general. These systems are just getting worse and worse and worse and more and more surveilled and taking more data every moment. I'm just constantly batting stupid AI shit away from my own operating system. Like, this is not... I'm going back to DOS. Like, fuck this. I want to go back to when it was 98. Like, forget 10. So yeah, it's just, it feels like there could be, in the same way that we're seeing kind of like you said, like the creator ethos that's happening as a backlash to AI, it'll be more valuable to know how to do things yourself and to be like someone who makes real things and isn't just like consuming AI output.

27:15Sam:That does give me hope. Me too. Yeah. it does lead me to something that I did want to talk about which is this and you mentioned it earlier this idea of nihilism when it comes to privacy and security which I think is something that it's not it's also not new it's not a new kind of feeling but it feels very much embedded at this point for a lot of folks where this kind of feeling of hopelessness where you know my data is everywhere my social security is out there like it doesn't really matter what I do for my privacy especially now that every website that anybody likes to use is going to require ID and biometrics to verify your age.

27:55Sam:I can only see that getting worse as far as, you know, just like handing over mass amounts of your private information. How are you pushing back on that when you're confronted with that kind of attitude, I guess? And like, where are you seeing ways to kind of push back against the idea that privacy is just like a foregone conclusion at this point?

28:16Harlo Holmes:I mean, I still do have like a certain amount of optimism. I also understand that I personally like came up during a time where we all thought it was cool in or and I still think it's cool in order to once again compartmentalize like, you know, the way that you might browse publicly and also find your spaces where you can be more yourself. I really do I mean like I know those spaces exist I've been there I've seen them I still am on them there's a younger generation out there who has never like had access to those things didn't know those countercultures existed and don't necessarily know where to get started um in terms of like actually what this means in terms of our data I really really think that we're making so many mistakes currently regarding the way that like, you know, age verification and other identity verification systems are being managed.

29:16Harlo Holmes:There had been like really smart ideas out there, but of course they didn't gain traction because it didn't service the people who rule these technologies right now. And that carelessness is only going to lead to impending disaster and data will rain from the sky, but it won't be the first time and it won't be the last time. I'm worried more about what this means from a censorship angle in that access to health information, especially reproductive health information, access to content that helps anybody find their way in terms of their sexual and gender identity in this crazy world. anything that literally just like shows us the way to truth, putting barriers in the way to access those things on the same bar as that to, you know, like shield, I don't know, vulnerable people from like the bowels of the internet.

30:16Harlo Holmes:Like there's the false equivalents here and like, you know, slapping one particular bandaid on all of that to solve the problem is a disastrous mistake. but I also am optimistic from you know my years in the field that like we find our way out we find our way around

30:34Sam:yeah I mean at this point we have a long history of seeing kind of these like cycles of censorship and then the ways that people find a way not to quote Jurassic Park but that is it's kind of the way that humans work is we will find a way around and find a way to connect to each other I think it's such a it's such a good point. And it's a point that I honestly don't even think that much about because it makes me really sad as like young people today don't really know that these spaces that you're referencing existed. So like, it's, you know, like bulletin boards where you could be like fully anonymous or like chat rooms that were like closed systems, you know, even like, like multi-user domains and things like that, like pre worldwide web stuff where people were finding ways to talk to each other in a way that was very private and away from the eyes of some big corporation and also just away from like people they know in real life, their family even.

31:33Sam:It was such an important place to explore a lot of tough topics, especially about sexuality. And especially for people who, like young people who are distant from real life spaces that they could be themselves. You could do that online. And I don't know where that is happening now. I'm old now, So maybe that's still happening and I don't know it, but even like discord, I kind of thought discord was like that for a lot of people. And I think it actually is, but now you have to verify age on discord. So yeah, like, fuck. I don't know. We need a new, a new version of those things maybe, but I don't know what they would be.

32:12Maybe just use signal.

32:13Sam:I don't know.

32:15Harlo Holmes:i mean signal uh i love signal um and i i would say that signal is a place where um you know like that's also my like hang out that's my third place you know i mean not like i mean i have physical third places as one always should um but it has always been like a very very important place uh to find my tribe and to connect with them and uh i really really i mean i can't imagine in a world where we don't have that, not necessarily signal, although long live signal, but just places like that, that afford us for privacy to select who we want to hang out with and spend our time with regardless of boundaries in complete privacy.

33:02Harlo Holmes:That's literally like a fundamental, I mean, it should be a fundamental human right. Yeah. Yeah.

33:10Sam:And it's so rare now. And it's also, if you don't know, if you don't already have those people, it's hard to kind of know where to jump in with them in a very closed arena like Signal is. Whereas like, you know, you used to be able to just like find common ground with people on, you know, the BBS. The boards. The boards. Yeah. So I would love to kind of bring all of this back around to what we're seeing today with journalists. We have, you know, several journalists arrested a couple weeks ago. By the time this airs, it'll probably be a full month ago. But we saw Hannah Naitensen from WAPO have her phone and devices, many devices actually taken by FBI.

33:57Sam:and raid um what are some of the things that freedom of press is doing in response to those very extreme actions those both of those moments were like holy shit to me it was like oh my god this is it feels like i have that moment every day now though i'm like oh my god this is crazy but those especially i guess because i am a journalist and this is my industry but um And what are you guys doing in response to those in particular? Sure.

34:28Harlo Holmes:So first off, once again, Freedom of the Press Foundation, like, you know, attacks issues within press freedom from different fronts at once. And that's kind of what makes us pretty nimble and hopefully effective. In terms of Hannah Naitensen from Washington Post, actually, like a lot of training and conversation, like, you know, closed door discussions, consults and stuff like that with journalists who felt that they were equally as vulnerable to those things. And it meant an actual like unpacking of, you know, like court reported documentation of filings in order to read the tea leaves, which I think our team is really good with in order to talk about what this means from a technical perspective, what this means from an operational security perspective and from, you know, like for individual journalists up to management, what does it mean in terms of the devices that people have in their hands?

35:25Harlo Holmes:One thing that I think is very interesting about the Natanson case is that we definitely did see, or at least as we're reading it, that certain fundamentals do have promise and do work. encryption works, lockdown mode works. By the way, lockdown mode was created in response to state actors trying to like break into the bones of activists in, you know, like far-flung countries. And here we are in, you know, the United States looking at that as like the thing that has saved our First Amendment in this one particular case and not saved it because it happened anyways. But In terms of worst case outcomes, having lockdown mode was an assertion that these things do like they work.

36:14Harlo Holmes:They're not just like, you know, buzzwords out there in the ether. The same thing with being able to minimize, you know, the blast radius in terms of the amount of data that was seized. So messages that had disappeared with other sources before, you know, a particular date, that actually means a lot to a source that, you know, she had spoken to like a year and a half ago. That actually means a lot. And so we're mapping, you know, like our technical analysis of these types of documentation to helping journalists across the board refine exactly what they do in meaningful steps. And I can wax on forever about like, you know, my theory of threat modeling where I don't think it's useful for people to say like, the threat is fascism.

37:05Harlo Holmes:Like, no, the threat is a phone that is not secured in this way. Like, because if you think about it that way, you're ineffective and you're like going to just be sitting in a corner holding your knees. It's not useful. In terms of Don Lemon and Georgia Fort, we have signed on to a letter in order to let NABJ take the lead here, the National Association for Black Journalists. I feel not only like on behalf of Freedom of the Press Foundation, but also a Black woman in this industry, incredibly at times vulnerable, incredibly at times like unheard, and incredibly at certain times like one of the first on the line when shit hits the fan.

37:51Harlo Holmes:And the support that NABJ can give to not only Lemon and Fort, but so many others, that vocal support, especially given like, you know, their history during, you know, like pre-election and things like that. Like, that is a solidarity we need. And we want everybody to know that we are there.

38:14Sam:Yeah, absolutely. Yeah. I mean, it was not lost on me and not lost on a lot of people that the journalists that were targeted in that day, that few hours where those arrests were happening in Minneapolis. It was black journalists who were on the line there. And they were the ones who were targeted. And I think that kind of goes back to what you were saying about the ways that security is political. And between it's even just like within communities in the United States, like the United States is very, very, very diverse. But, you know, it's like this community has a very different threat model than this one.

38:48Sam:It's like the Latino community has a very different threat model than the black community. And certainly then, you know, like white straight people like myself, it's like it's a very different model that we're all looking at. But the protections that we can solidify for the more, for the Black community, for the Latino community, for people who are on those front lines, benefits everyone. And I think that's something that I've kind of learned quite a bit from my reporting on the adult industry and sex work. It's like, these are the things that are happening to the other people are not happening to other people.

39:25Sam:They're going to happen to you tomorrow. problem. So, and it's like you said, with the idea of lockdown mode being something that was like this distant problem for activists elsewhere. It's like, actually, it's here now. Like, it's something that's going to benefit us here. And that's that theory in action. It's not even a theory. It's just like the way that this, that all this privacy stuff works. We'll definitely be following those cases for sure yeah what do you see as like the new threat if any maybe it's all old stuff maybe it's all we're just seeing more the same from years past but what are you seeing as like a new escalation like we haven't seen before with this administration let's see

40:09Harlo Holmes:i mean there are some things that i don't even want to like enunciate because i don't want to

40:14Sam:speak them into existence fair enough yeah and when they when they were said don lemon And I was like, there wasn't Dawn Lemon. It's like, what? Like, this is a different, we're in a different era. Yeah. Is there anything that are like, that you're seeing is like, okay, this is more of the same. We're just experiencing it in like a more intense way.

40:39Harlo Holmes:So one thing that I'm keeping an eye on is, you know, the support that we can give one another. And I think that is something that I do feel comfortable naming. One thing that petrifies me but doesn't surprise me either is arrest of Fort and Lemon were incredibly shocking and jarring. Um, the raid on, um, Natanson's home vehicle and person in pursuit of a warrant rather than what we would, would expect in, you know, like cases that still were like most of the time frivolous, they usually require subpoena, but they went through a warrant. Right. So it's the hollowing out of supports that we have always like taken for granted and thus is, you know, like the foundation of my very like USA American like ethos of optimism, because there's always been rules.

41:40Harlo Holmes:It's just about finding out what works in order to make yourself safer in front of those rules. not only that but um you know where does that where does that go from there like the the trust has already been broken um where does it go from there and i think everyone knows we know they whoever they are know that we do like rely upon our um our ability to like mutually support and build one another and destroying that from the inside is what i think is going to like unhitch us all and leave us at the extremes where we can't find one another. And that's like a very abstract way of going about it, but that is what I hear.

42:23Yeah.

42:24Sam:Yeah, for sure. Yeah. I mean, I, um, I definitely do feel like the, the work that you're doing and the work that so many, um, privacy and journalism, journalism, uh, rights activists are working on is the um i don't know what the word is for it it's like the the finger in the dam i guess like the last like stand against um that happening and that's where i see hope and like okay there are people who still care about this stuff and people who really want um to see that hopeful future come about it's just going to be hard in the meantime um we're doing a lot of fucking around and finding out these days.

43:08Sam:So,

43:11Sam:okay. Well, I think that's a good place to leave it. I've kept you long enough. Well, it's always a pleasure talking to you. Yeah. Oh my God. This is so, such a good conversation. Yes. As a reminder, 404 Media is journalist founded and supported by subscribers. If you wish to subscribe to 404 Media and directly support our work, please go to 404media.co. You get unlimited access to articles and an ad free version of of this podcast. You'll also get to listen to subscribers only sections where we talk about a bonus story each week. This podcast is made in partnership with Kaleidoscope and Alyssa Midcalf.

43:45Sam:Another way to support us is by leaving a five star rating and review for this podcast. That stuff really helps us out. This has been 4forMedia. We'll see you again next week.

44:04Harlo Holmes:We'll see you next time.

44:24Harlo Holmes:2025 in Großbritannien und der EU.

From the publisher

In this week’s interview, Sam is joined by Harlo Holmes. Harlo is the Chief Security Programs Officer at Freedom of the Press Foundation. She’s a media scholar, software programmer, and activist.

Harlo and Sam discuss the important work she does every day, and why it’s only becoming more crucial. They also get into how to fight back against privacy nihilism, digital security practices everyone can be implementing regardless of their threat model, and the recent arrests and raids of journalists in the U.S.

Listen to the weekly podcast on Apple Podcasts, Spotify, or YouTube. Become a paid subscriber for access to this episode's bonus content and to power our journalism. If you’re a paid subscriber, check your inbox for an email from our podcast host Transistor for a link to the subscribers-only version! You can also add that subscribers feed to your podcast app of choice and never miss an episode that way. The email should also contain the subscribers-only unlisted YouTube link for the extended video version too. It will also be in the show notes in your podcast player.

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FBI Couldn’t Get into WaPo Reporter’s iPhone Because It Had Lockdown Mode Enabled

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