The fatalism is hard, you've done well to identify it accurately because it is so often mis-read as laziness or complaining. I was really lucky that I got a pay rise and had some luck so it cut my journey shorter. I think visualising the shrinking debt helped.
I agree with this.
About 10 years ago I helped my mother out of a debt situation when she was facing a forced retirement long before she was financially prepared. She had a very hard time coming clean with me about everything she owed, in part because she's an adult, and it's difficult to accept financial advice and help from a child, and also because she didn't know how much debt she was in. Her overwhelming fear paralyzed her so she wouldn't add up all the numbers or even have them available all in one place. She really had to "submit" and relinquish all control over all of her accounts to me before I started to see the real picture. And that took a few months to find everything. Without her willingness to trust me 100%, we would not have succeeded.
I did the following:
1. Closed all "store" credit card accounts and kept only MC, Visa, Amex. (we were not worried about credit score)
2. Used one credit/debit card for daily purchases. I encouraged cash only, but that didn't fly with mom.
3. Transferred all credit balances to one or two no-interest credit cards (and set reminders for myself to transfer again in 6 months, etc)
3. Set up auto payments on all monthly bills and reviewed the auto pay amounts together. Got buy-in from Mom. She accepted it.
4. Set up auto-download of all credit card purchases into Quicken and I monitored every purchase. (And I called and asked about purchases)
5. Created a very simple chart to show with the paydown amounts applied to the balances and how long before "Financial Freedom".
Result: After a 3 months, when I sent Mom the 3rd iteration of the paydown graph, she called me and said she thought she could apply another $1000/month toward the paydown. I was astounded that she could so easily find another $1000/month after she had fought so hard to retain her spending margin. I think it boiled down to control and once she started feeling more in control, she started to feel empowered. She paid everything off far in advance of my initial estimate and more than 10 years later, has never gone back into debt. She's not perfect and she still wastes a shitload of money, but it's her money and that's the point. I'm just thrilled that she can pay her own bills!
What didn't work and what did:
1. Respect - I had to be very conscious of not treating her like an imbecile. She's an adult, she has overcome many obstacles in her life, and this is one area that she didn't succeed at. Make sure you see the whole person and not just one aspect of Corey's life.
2. Complexity (talk of snowball, transfers, interest rates, etc) did
not work. Mom was absolutely overwhelmed with fear. She could no longer use reason or logic because the fear overtook everything else. A simple graph with ONE line on it had an effect, but even that took a few months to sink in.
3. Control -- The things that she really fought me on and wouldn't agree to seemed to all boil down to control. Just remember to treat Corey like an adult and let him/her decide what the paydown amount is. If Corey wants to be in debt for 10 years or even 20 years, then that's his decision and it has to be respected. You can hope that, like my mom, he sees the light and starts to see hope and increases the paydown rate.
4. Remember that what works for you may not work for everyone. For me, going all-cash can "shake me up" and "reset" my habits and I really really wanted my mom to do the same thing by giving up any "Plastic payment" that had worked for me. She wasn't having it and if I had forced it, we would have failed.
5. Reminders and nudges. When I monitored my mom's spending, I downloaded her CC purchases every day and when i saw anything I would call her in the middle of the day and ask her about it. I remember asking her one day what she bought at a clothing store the previous day. She couldn't remember. She balked and said "it was only $30"! She answered that about clothing, groceries, just about everything that wasn't a fixed cost. I kept having to say to her "mom, it's your money and you can spend it however you want, but if you cannot remember
one day later what you bought, then you probably didn't need it or even
want it." This line of questioning was very difficult and I almost lost her a few times (she almost gave up on me and quit) because of it. I think it's a good lesson, but it made Mom feel like I was treating her like a child. So approach this one very carefully. Don't ruin the outcome because you think a lesson needs to be learned.
6. For my mom, it was important that she pay this debt herself. My sister and I had bailed her out of a similar amount of debt four years earlier by simply paying it off. We were so upset to learn that she had gotten back into the hole. So this time we concentrated on Mom paying it off and the results stuck. For Corey, if you want to help pay some of the debt down, I would work out some goals and offer some percent of "matching funds" at a 6 month mark and a 1 year mark. That might be motivating. It might also be patronizing. Totally depends. Ask Corey.
Good luck!