Would that do it in your opinion?
It actually is pretty hard to give some good advice here without knowing what requirements you have in terms of both privacy and anonymity (privacy and anonymity are not even close the same thing but actually very much different).
If you depend on strong anonymity, I would recommend you buying dedicated hardware for Whonix. Buy it in cash. Install a minimal Debian host operating system + Virtualbox and load Whonix. Consider utilizing a Physical Isolation setup, i.e. Whonix Gateway physically isolated from the Debian host you’re using for Whonix Workstation. I wouldn’t even use my regular internet connection for using Whonix/Tor. That said, adrelanos provides a whole lot of useful information on the wiki. Try to absorb as much as possible to get an understanding of actual surveillance and the technology + counter-technology involved. So far for the most paranoid setup I could currently think of.
Other than technological counter-measures, you very much need to think about your individual behaviour to stay anonymous. Think about Ross Ulbricht, Jeremy Hammond, etc. Read about their actual mistakes. It is my very strong personal opinion, that individual (careful) behaviour is even more important than technological countermeasures if you want to stay anonymous. I mean, Tor can hide your IP but it cannot avoid the actual mistakes you might do to reveal your location, identity, etc. by just doing the wrong things, using the wrong services, tell people and/or corporations tiny bits of information (at a time) that lead to a bigger picture.
To sum up, staying anonymous is really hard. Almost impossible considering the sophisticated opportunities available to a watching adversary. It is my opinion that, as an individual, you can think twice about everything you do and learn something, a lot actually, along the way.
Some thoughts about privacy … If you happen to be concerned about your privacy but not so much about your utmost anonymity, you can achieve a lot even without using Whonix/Tor. Whom do I provide my personal data and/or information? What services do I use and why? Are there alternatives? > There are.
Some inspiration (just by telling you this, you could assume that I’m using Android + Firefox, btw):
- Google? > e.g. riseup.net, autistici.org, privatdemail.net. Use PGP
- Are you wiretapped? You are! We all are. What can I do about it? > e.g. Redphone
- Do I encrypt my text communication? > e.g. Pidgin-OTR, Textsecure
- What services do I use to chit chat? > There are other Jabber services than GTalk.
- How do I approach to search the Web? > I recommend Startpage.
- Do I have a mobile phone in my pocket? Is this phone registered to cell towers? To GPS? Does it scan surrounding Wifi access points? Does Google know my phone number? You get the idea.
- Also important: Are my peers educated about these matters? Do they help me strengthen my (and their) privacy? I.e. are they also using Redphone, Textsecure, PGP. This isn’t a one-man show. May I educate them about to improve the overall situation?
- Do I care about SSL connections to services I log into? > HTTPS Everywhere
OMG, the list is long and I missed a lot. You would ultimately fail if you’d try to list everything to think about. While, I have to say, adrelanos is on a pretty good journey with the Whonix wiki. LOL.
At the end of the day, you need to know what you’re trying to achieve. Selling your Mac might be a decision. You could also leave it as is and use it like before asking for opinions here (so far you anyways just heard my rather paranoid estimation). Nothing wrong with that. One thing I would advice you is using a very minimal Debian host for serving Whonix if you anyways plan to dual-boot. The less bloated the host OS is, the less attack surface it provides. I’m not sure what “spyware” Linux Mint includes, if any. The advantage is … you can find out by investigating the running services + most important its sources. That’s impossible with a Windows or Mac OS X operating system.
I hope my loud thinking helps you a bit. I’m pretty sure adrelanos has a lot to add to my write-up so far. Feel free to ask specific questions and/or provide some insights into your personal privacy/anonymity requirements. Easier to answer that way.