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Miles for Mac Security: Supporting FOSS and Aspiring Hackers

Olivia Gallucci at OBTS 7.0. Used on Miles for Mac Security post.

Miles for Mac Security is my fundraiser for the Objective-See Foundation, the nonprofit behind free macOS security tools and the Objective by the Sea conference. I started it in December 2024 while training for my first marathon.

TLDR

  • Goal: $2,622 ($100 per marathon mile), about what it costs to send one student to OBTS.
  • Why: Objective-See’s free tools and conferences shaped my career in Mac security (my story).
  • Donate: here, or read about the goal first.

Disclaimer: I am not affiliated with the Objective-See Foundation, any related organization, or scholarship selection process. I am simply a past attendee who enjoyed the conference. 

Miles for Mac Security

I signed up for my first marathon, in May 2025, and for several smaller races to train for it. These races already support charities. 

However, I would like to raise money for a cause that is close to my heart, involving free and open source software (FOSS) and offensive security. The FOSS community inspired me to pursue security as a career; this part of my life is well-documented online, and I believe that “security through community” outranks “security through obscurity.” 

Objective-See Foundation

A cause that embodies these values is the Objective-See Foundation—a 501(c)(3) hacker organization that supports: 

Objective for the We 2.0

OFTW 2.0 in Kyiv. Used on Miles for Mac Security post.

On 20 December 2024, the MacPaw Space, the venue for #OFTW 2.0, was damaged during a ballistic missile attack. The bottom center image captures the extent of the damage. If you wish to support MacPaw Foundation during this difficult time, please consider making a donation.

I met Patrick Wardle and Andy Rozenberg in Kyiv, Ukraine, at Objective for the We 2.0 (#OFTW). At OFTW, I made new friends that I hope to cherish for the rest of my life, and gained a new understanding of how corporate and governmental policies can affect individuals fighting for freedom in active war zones. 

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Objective by the Sea 7.0

I was also one of four #OBTS 7.0 conference scholarship recipients in Maui, Hawaii.

OBTS scholarship 2024 Olivia Gallucci

Thank you, OpenAI and Addigy! 

At #OBTS, I jailbroke an iPhone for the first time, enrolled in an amazing course with trainers who truly wanted me to succeed in user- and kernel-land security, and learned about fabulous opportunities. Much of this was supported, if not entirely, by FOSS created by the hackers at this conference. 

These conferences changed my career. I want to help someone else get the same start.

Goal 🏃🏻‍♀️🏅🙌🏻

OBTS 7.0 collage.  Used on Miles for Mac Security post.

My goal is to raise $2,622 (marathon ≈ 26.22 miles), which is the rough amount I need to raise to send one student to the OBTS conference.

If you are interested in donating, you can do so via the link below:

You can follow my journey on Instagram, Twitter, and LinkedIn, where I will be including the donation links before and after each race. 

Portrait of Olivia Gallucci in garden, used in LNP article.

Written by Olivia Gallucci

Olivia is senior security engineer, certified personal trainer, and freedom software advocate. She writes about offensive security, open source software, and professional development.

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