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My First Month of Diligent Saving & Net Worth Is up $20,000 – December 2019 Freedom Update

by Harlan 14 Comments

a man sitting on the floor in front of a christmas tree

November was the first month I got down and dirty with my new financial goals. Having them in mind gave the month shape and purpose – I felt for the first time in a while that I was working toward something urgent and real and palpable that I could measure.

If naming things is empowering, creating a plan is getting superpowers. I watched as each dollar flowed into and out of my accounts.

Slow and steady wins the race, but I have an out-of-control, flaming emergency! I have GOT to pay off my credit cards by April 2020 before the 0% APR rate expires. And I’ve got over $14,000 left to go.

Last month, a combination of strong market and aggressive payments boosted my overall net worth to $115,806 – a full $20,000+ increase.

And while it’s nowhere near the $500,000 goal I want to hit, it’s an awesome start. And to that end, this is my first Freedom update (Freedom is what I call money). I hope I look back on these posts and marvel at my progress. One day…

December 2019 Freedom Update

Getting started on my FIRE in a big way – getting rid of credit card debt is my #1 prerogative right now

I know “never say never” buuuut… I will NEVER have credit card debit ever again as long as I live. In the future, I’ll dip into my healthy savings account. Because this hurdle really freaking sucks.

December 2019 Freedom update

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My Audacious Plan to Increase My Net Worth to $500,000 in 5 Years – November 2019 Freedom Update

by Harlan 47 Comments

a man standing in front of a building with palm trees and people

I’ve been wanting to talk about personal money stuff for the longest time. After all, my tagline has always been “Investing. Positivity. Oh, and travel.”

Fear held me back because I didn’t want to sound like I didn’t know what I was talking about. I was afraid of impostor syndrome. And revealing financial details can introduce shame because you’re officially throwing out your yard stick for everyone to see.

But you know what? I started this blog over six years ago before I knew what I was doing with miles and points and learned as I went along. I got a lot of stuff wrong, things changed, and I grew. I was scared then too. But also:

  • YOLO
  • Eff it
  • Jump in both feet first
  • Learn as you go
  • Start somewhere
  • Do it ugly
  • Nothing is ever lost by creating

The biggest point of contention was that – I’m 35 now – a strapping young buck to be sure, but when I see other financial bloggers retiring at 30 and I still have student loans and credit card debt I’m like… feeling so behind.

a man standing in front of a building with palm trees and people

This is me 10 years ago in LA. I wish I’d done more to help him (he wasn’t thinking about FIRE) – but I can start helping future me right now

But by what measurement? I can’t – and shouldn’t – compare someone else’s end point to my in-process. Although I wonder… what the hell have I been doing for the last 15 years? 😵

In the spirit of starting somewhere and being where you are, I want to keep myself accounted for and confess my dirtiest financial deeds.

November 2019 Freedom update

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STOP Leaving Your Money in Checking Accounts! Make It Earn FREE Interest Instead!

by Harlan 7 Comments

a man standing on a bridge

When I pull cash out of an ATM, the receipt always says I have something like $100 in my account. Yeah, in my checking account.

The truth is I keep my checking account balance low on purpose. Because money in a checking account ain’t doing nothing but sittin’ like a bump on a pickle (#SouthernSayins).

I want my money to work for me. Every day, for years. Compound interest is a wonderful tool that can work for you – or against you. So make it work FOR you!

At the very least, keep your money in an interest-bearing savings account. Pay your bills from checking, then transfer the excess to a high-interest savings or investment account.

earn free interest

Compound interest is one of the most powerful forces in the universe

Whatever you do, stop using checking accounts to park your money!

Get an interest savings account and/or an investment account to earn free interest

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How I Made an Extra $60K from Airbnb in 2015

by Harlan 31 Comments

a hand with a peace sign

Also see: 

Side hustle of the millennium

Side hustle extraordinaire

I’ve written a lot about my side hustle with Airbnb a lot in the past. So I thought I’d follow up, because side hustles are a big part of my FIRE, and a great way to dig yourself out of debt – or earn more income.

In my Q2 update, I estimated I’d make an extra ~$31K off the endeavor in 2015.

I took some knocks here and there, but doubled my original projection. All told, I earned an extra ~$60K from Airbnb in 2015. And most of it went toward debts. In 2016, I’ll earn less but hopefully knock out my student loans once and for all.

asd

Good vibes

Here’s how I did it.

The numbers

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Out and Out’s Best Posts of 2015

by Harlan 4 Comments

a colorful confetti and streamers

Wow. Out and Out made huge strides in 2015. A lot happened – and even more will happen in 2016.

Blog traffic tripled this year. In fact December 2015 is the biggest month ever for the blog (and it’s not over yet!). I’m thinking of how to improve things around here even more, and celebrating every step of the way because I couldn’t grow without your support.

Celebrate!

Celebrating!

You guys are awesome. I love my readers!

I’ve ironed out many ideas on here and found solid resolutions thanks to tons of community-focused comments. And meeting new peeps at the regular Reach for the Miles meetup has been fantastic.

I hope to continue the momentum and keep improving.

But first, I want to take a moment to pause and look back at where we’ve been this year.

Best of 2015

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Come in Houston, er, Dallas: Buying a House and a Move Toward FIRE

by Harlan 23 Comments

a city skyline with a highway and a large building

Also see:

Alternate titles for this post: Airbnb helped me buy a house in Dallas.

Most of y’all know I run a few Airbnb properties here in NYC.

Well, I’ve been ferreting away the earnings for a long while.

I’ve been using my Fidelity Cash Management account as a defacto business checking account, and my Aspiration Summit account to save up a down payment (and an AMEX personal savings account to pay Uncle Sam) because it has a sweet 1% interest rate.

My new empire state?

My new empire state?

I haven’t posted my Dallas hotel reviews yet, and I haven’t meant to be not as chirpy as usual, but here’s what’s been up.

Way back in August, I flew down to Austin (and actually posted my review of my Austin hotel, go me) for a work meeting. On the way back, I tacked on a few days in Dallas and started shopping for a place in Oak Lawn/Uptown.

Why?

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ABC + FIRE! (In which life is all acronyms.)

by Harlan 3 Comments

Also see:

I’ve been looking forward to writing this post for a few months by now. Now here it is!

Yesterday, I made the final payment on my credit cards. Now, I don’t owe a cent of credit card debt!

As you guys know, I charged those puppies up to:

There was a point, a real and scary one, where I felt I’d certainly overleveraged myself.

I wrote about the feeling in Smart Debt: Is carrying a balance ever a good idea?

Side hustle of the millennium

Side hustle of the millennium

And I definitely felt I’d nearly crossed the line into plain ol’ dumb debt.

Digging out of credit card debt is by far one of the most psychologically strenuous exercises I’ve faced. And that moment where I saw the interest get charged felt so wrong, my stomach turned. But I knew I could shoulder a couple of months of interest to make it all back, plus more.

Still, it sucked.

And today is the official turning point where I go full-force into FIRE.

What is FIRE?

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SmarterBucks & Radius Bank Unlimited 1% Cash Back Toward Student Loan Debt

by Harlan 1 Comment

In my exploration of new MS techniques, I stumbled across something else that could be potentially useful for some.

I’ve written about the whole PayPal debit card/My Cash/RadPad combo.

As you guys know, the PayPal Business Debit MasterCard earns unlimited 1% cash back in your PayPal account. It does work with RadPad and does NOT work with Evolve Money (in the sense that you’re charged a 3% fee for using it).

But some peeps don’t like the PayPal-ness of it all, as they’ve been known to shut down accounts after sending warning emails.

So enter…

SmarterBucks and Radius Bank

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Is Living In Cities Worth It?

by Harlan 6 Comments

I recently discovered a blog called Financial Samurai that got me thinking. Particularly the articles about living in cities:

I’ve mentioned before that living in New York forever might not be in the cards for me as part of my path toward FIRE.

It’s simply a shift in priorities.

The Good Things About Living in Cities

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A Few Apps + Sites I Like to Save Money

by Harlan 12 Comments

a close-up of a sign

Also see: 

I’ve been posting these piecemeal but wanted to get them all on the same page.

save money with apps

Yep, save real money

As you guys know, I’ve been getting into FIRE (financial independence, retire early) and am try to cut costs wherever possible.

So I’ve been exploring new websites and apps beyond the usual points and miles stuff, and wanted to share them.

Ibotta

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In Praise of Humble Beginnings

by Harlan 10 Comments

I was reading an article called “How to invest even if you’re treading water financially” via Get Rich Slowly and a certain part jumped out at me (bolding and links mine):

“Don’t despise small beginnings.
The first steps in any endeavor are humble. Gustave Eiffel, famous today for his tower in Paris and the Statue of Liberty, started as an unpaid assistant in a foundry. Setting aside $10 a month might feel meaningless: “What difference can that ever make?” That’s wrong. It makes a difference in many ways:

Start somewhere

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