[-$10,000] The Last Milestone

I’m down to $10,000!!!!

Ok guys…

This is it – the last milestone.  I’m actually starting to get a little excited. Just a little. Can you tell?  🙂           

I can finally see the end in sight. My debt is soon going from five digits to four! This is the one thing in life keeping me going right now.

Ok, no time to waste. Let’s party!




In continued celebration of all things ’10’, I picked ten of my favorite posts from the DDSW archives to dust off and share again here.

TENWhere is My CTRL+ALT+DELETE Button? Craigslist Season Opens Again

NINE. Locked Up USA: Student Loan Edition

EIGHTDebt Regret: Dealing with the What If’s

SEVENSeven Times When it’s Awkward to be a Double Debt Single Woman at Work

SIXThe Moment When Debt Causes You to Lower Your Expectations in Life

FIVE5 Reasons to Be Thankful for Your Debt

FOURBloglines: “…and I have nothing to show for it.”

THREESingle Woman Chronicles #1: Online Dating Hope and Rejection

TWOI’m Worthless: from -$142,598 Net Worth to Zero

ONEMy First Post


Is anyone else celebrating a milestone?

“Debtor’s prison is real, and opportunity cost is a bitch.” (DDSW Archives)




  1. Eri Rose · October 16, 2019

    Congratulations! You are so close!!! It’s all downhill from here! I recently hit the 30s, and it’s amazing how just a bit of that progress really made things clearer, and helped me realize that I can do this. Thanks for the inspiration along your journey! I’m so excited for you!


    • Double Debt Single Woman · October 16, 2019

      Congrats on reaching the 30s! It does feel like significant step down to go from 40s to 30s. Yes, we can do it! Thank you. 🙂


  2. Tainted Tiara · October 16, 2019

    Congratulations! Happy for you! I am SO JEALOUS. I’m in the 30’s now too and it’s all I can think about.


  3. Cathy E · October 16, 2019

    Sis, You are my shero!


  4. Authoress51 · October 16, 2019

    Congrats and love the video. I grew up on Sesame Street.


  5. Avery · October 16, 2019

    Wow! Congrats!!! Are you planning on paying it off before the end of the year?? I’m so excited for you! You’re almost at the finish line.

    You know what I noticed, most (if not all) of the bloggers you linked on your bloglines post is no longer keeping their blog up to date. I think it’s great that not only have you been working to kill your debt all these years but that you’ve maintained your blog alive too! So I hope even when you finish up paying off the debt, you’ll still continue to update your blog 🙂


    • Double Debt Single Woman · October 16, 2019

      Thank you! I want to pay it off this year. This thought is what is getting me through my workdays now.

      I’m not sure what I’ll do, if anything, with this blog once the debt is gone. More thinking to do. Thanks for the request. 🙂


  6. AW · October 16, 2019

    Congratulations! You are so close. When I paid my student loans off I was excited, relieved and had an amazing sense of freedom. Can’t wait to celebrate with you.


  7. No Debt But Love · October 17, 2019

    This is a wonderful thing to see! This is keeping me motivated.


  8. JD · October 17, 2019

    I’ve read all your posts and have been silently following along, and this update has made me so excited for you! Such an inspiration and real story where everything did not just line up perfectly from the start. Congrats!

    I hope you do keep blogging well past the debt payout–I think your writing style clearly hooks people in and you do a wonderful job story telling through sharing your thoughts and updates. Not everyone can naturally do that as well!


  9. Anonymous · October 17, 2019

    I am so proud of you! You have shown great self control and discipline throughout your journey. Even though there was quite a variety of uncontrollable circumstances, you managed to persevere. I can’t wait to see what you will decide to do with your future.

    You deserve much reward and success.


    • Double Debt Single Woman · October 17, 2019

      Thank you. It has not been a smooth road. That’s for sure. I, too, am looking forward to what I decide for my future! 😄


  10. Paul, London · October 18, 2019

    A big congratulations on entering this final stage. It should be a Christmas very different from previous ones because the debt will either be fully gone or very close to gone. Clearing my big debt is a satisfaction that is still with me three years on. I will keep following your progress and wish you the best of luck in this final stage.


  11. ASL · October 18, 2019

    Congratulations! I’m so excited for you. I’ve been traveling a similar debt paydown road and you have served as inspiration and motivation for me on my journey – especially since our debt amounts have been very similar over the years. As of yesterday, I’m down to one remaining student loan and plan to have that paid off by the end of November. Looking forward to seeing you hit the zero mark!


    • Double Debt Single Woman · October 18, 2019

      Cool! Yes, time for our debt monsters to disappear. Likewise, do let me know when you’ve made your last payment. We’ll celebrate! 🎉


  12. czanclus · October 18, 2019

    Party time! So glad you are killing it despite all the new job insanity. I root that with the fireworks of the new millennium decade your last 10K vanishes into the abyss. I’ve been following all your blogs, but have barely had time to take a breather between all my jobs, contract work, and side hustles and cheer you on. Last stretch, you got this!

    I too am celebrating a milestone today: my car is all paid off, account with the evil bank closed, and I’m snowballing all that cash into my last $11.9K of student loans. A bonus at work last month helped – the first time in my life that I ever received something that is a small single digit multiple of 1000$’s. To think that for so many of people $3K bonuses are an annual thing… but not for me, not ever in my entire career, until finally now.

    If all goes well, I have 7 more months till debt (sans mortgage) freedom. I hope you get an even better paid, but much less stressful job before next year is over.


    • Double Debt Single Woman · October 18, 2019

      Woohoo! That’s awesome, czanclus! Both of us are only months away from being out of student loan debt. 😀

      Goodbye evil bank and evil car payment. Get ready to celebrate!


  13. Maria · October 18, 2019

    Woohoo, so exciting! I second the others saying I very much hope you keep up your blog once the debt is gone. I remember a commenter a while back (Paul?) saying you could change the name to LASS – Large Asset Single Solvent. 😀


  14. Isabella · October 18, 2019

    I am in awe. It has been one tough slog for you.


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  16. vikingtantan · October 19, 2019

    Congrats, DDSW!!! This is an amazing accomplishment. I can’t wait to see you kick this debt to the curb.

    Also sorry for being MIA. I just finished thru-hiking the Appalachian Trail on Oct 5th. Now I’m trying to catch up on all that I missed while I was hiking through the forest. 😀


    • Double Debt Single Woman · October 19, 2019

      Hey, vikingtantan! It’s good to hear from you again! Congrats on hiking the Trail. I’ve heard that it’s a great experience.
      Yes, I can’t wait either! I’m already putting my kicking boots on. 🙂

      Liked by 1 person

  17. blonderbetterfasterstronger · October 22, 2019

    Congratulations! It’s funny how the first $10,000 probably took so long to pay off, but now it seems like such a small amount compared to the over $100,000 that you’ve already paid! Congrats again!


    • Double Debt Single Woman · October 26, 2019

      Thank you. It’s good to hear from you! Your blog was a big motivator for me when I was starting out. I hope all is well with your little one. S/he must be almost a year old now.


  18. C@thesingledollar · October 22, 2019

    Wow, just wow. It is so amazing to see you here after all this time!


    • Double Debt Single Woman · October 26, 2019

      Hey, C!
      Yes, it feels like it took a lifetime to get this far. I am happy that the end is within striking distance, finally!


  19. Anonymous · October 22, 2019

    Woohoo! I’m a longtime reader and am finally commenting to say GREAT JOB! Onwards and upwards, you have made and will continue to make so much progress! 💥


  20. Terri · October 23, 2019

    I was thinking of you the other day when I saw you had commented on my blog (sorry, I still need to reply back.) That I can’t believe how quickly you have beaten this debt down to such a small number. I mean, just WOW. And yes, this should be keeping you going!!! YAYYY Happy dance, happy dance, happy dance. For me, pretty soon I will be celebrating my first year of working for myself! Of taking that huge leap of faith and just relying on myself to make money, not depending on someone else for a paycheck!!


    • Double Debt Single Woman · October 26, 2019

      Omg, yes, it has been a fight. The debt has landed some good punches on me more than a few times. But yes, I am winning the war.
      Congrats on being able to work for yourself. That’s a special kind of freedom.


  21. Michelle · October 26, 2019

    You are so close. It will go so fast from here! Way to go!


    • Double Debt Single Woman · October 26, 2019

      Thanks, Michelle.
      It’s good that you are planning ahead given what’s happening with the partners. Cash is king queen in times of uncertainty.


  22. debtor · October 30, 2019

    congratulations! I wish you would post more. so interested in your journey and how you get over this last milestone. Consider weekly posts if you can’t do multiple times a week


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