This is a conversation between me and my future self, if my financial path wouldn’t have positively forked 2 years ago. The transcript is available here.
What would your future self have to say to you?
Taxes
It’s almost time to pay Uncle Sam for the privilege of living in the US.
Since my business partner and I just finished our corporate taxes last week, I thought it would be a good time to finish my personal taxes. I’ve got a relatively complicated tax situation. I’ve got personal taxes, my side-hustle taxes, and our side-hustle taxes. I had my side hustle taxes done and my personal taxes were just waiting for the final numbers from our corporate filing. We’re an LLC, run as a partnership, filing as an S-Corp.
I was all set to get about $100 back from my personal and side-hustle #1 taxes. That’s a perfect tax year. No more money out-of-pocket and no free large loans to the government.
Side-hustle #2 ruined that. It started taking off in September, so we’d never paid any estimated taxes. When I added those numbers in, I owed a bit under $2000.
Ick. I hate owing.
Thankfully, I set aside 25% of all of my side-hustle income just to cover this.
It was still too much. What could I do to lower my tax bill?
My IRA!
I’d only contributed $100 to my traditional IRA last year. Contributions are tax deductible and you can make them until April 15th of the following year.
That’s great. I had money sitting in a savings account, earmarked to get wasted by the government, and I had an unused tax deduction that I could still contribute to.
That got it down to a $1000 tax liability.
Was there more? What could I do?
When I paid off my car last year, I started sending half of my car payment to an account earmarked for the next car. I had $1700 sitting there, so I sent $1200 of it to my IRA, leaving $500 to hopefully cover any car repairs that come up. Hope isn’t a good financial strategy, but I’ve also got a straight brokerage account that’d doing pretty well, so I can cash that out, if necessary.
Down to $800.
Contributing a bit over $3000 to my retirement saved me more than $1000 right now. That’s sweet, but I still owed money.
Did I miss something on my first side hustle?
$67 to oDesk? How did I manage to keep my annual oDesk bill down to $67? I had a full-time guy in the Philippines for a while last year, and I regularly hire writers for my niche sites.
So I hit oDesk and ran some reports. I was off in that deduction. By $2400. I have no idea where that $67 came from. Including it dropped my side-hustle profit considerably, and brought my total tax bill to a net $7 refund.
There is a reason I never file my taxes as soon as I finish with Turbo Tax. I always wait a week or two, and I always come up with something I missed. This time, the wait saved me nearly $2000.
Mortgage Race
I spent last week at the Financial Blogger Conference. Saturday night was the big debauch, a 90s themed hip-hop dance party.
Yeah.
Instead, Crystal, Suba, and I hosted a super-secret pizza party to let some of the less “dance party” inclined attendees discuss things like the sanitary concerns of group body shots, sex toys, and horror movies.
During the course of the party, Crystal and I decided to race to pay off our mortgages.
Her balance is just under $25,000.
My balance is $26,266.40.
We both technically have the cash to pay off the balances right now, but we are both dealing with secondary housing issues. She’s building a new one, and I’m updating an inherited house. Neither of us is willing to use our cash reserves to pay off the balance right this moment.
Now that my credit card is paid off, I’ve moved that money to an extra interest-only payment on my mortgage, effectively doubling my mortgage payment, which puts my projected payoff date as about the end of next year. Crystal’s aiming for June, so I’ll have to hurry.
We do have tenants lined up for February, and all of the non-expense related rent will go to the mortgage.
I think I can win.
Update:
I forgot to mention the terms of the bet. The loser has to go visit the winner. When I win, Crystal’s going to fly to Minnesota to experience snow.
Can I Sell My Lottery Payments for a Lump Sum?
This is a guest post.
Winning the lottery is everyone’s dream. You hit the lotto, cash in your ticket and kiss all your troubles goodbye, right? Actually, that might not be true. Just look at the number of lottery winners who’ve ended up worse off than they were before they hit it big. There are several problems here. One problem is that people often spend their money unwisely, without learning how to manage it properly. Lottery annuity payments were designed to help with this. However, those annuity payments might not actually be enough to make a significant difference in your life. If that’s the case, you might be wondering if you can sell your payments for a lump sum. The answer is, yes, you can. But there’s a catch. Actually, there are a couple of catches.
Buyers Matter
First, let’s talk about buyers. They’re the ones who’ll be paying you a lump sum for your lottery payments. Now, you can’t expect a buyer to offer the full amount you’re owed from the lottery, but you should be able to expect a significant percentage of the winnings. That’s not the case with many buyers. They recognize your desperation and have no qualms about taking advantage of your situation. That’s not true for all buyers, though. You need to recognize qualified buyers from those better left alone. Obviously, that’s tough to do on your own. Most people have never been in the position of having to sell lottery payments before, and it’s easy to get lost in a world with which you’re not familiar.
Sell Only Part of It
Another important consideration is whether you need to sell all of your lottery winnings or only a percentage of them. You can easily sell just a specific portion of your winnings, enough to cover your immediate needs, and retain the remainder as regular ongoing payments. This ensures that you have the money you need right now, as well as a financial cushion for the future.
Work with a Go-Between
The ideal solution to your quandary is to work with a firm that acts as a go-between. The company will vet and investigate buyers, ensuring that you only have the cream of the crop to choose from. Not only that, but working with a reputable firm will also ensure that you get the highest percentage possible of your winnings, rather than leaving you with a mere pittance.
Of course, not all such firms are the same, and you need to recognize a reputable company. Look for a firm that’s been in business for a number of years – one with an established reputation and a list of satisfied clients. Second, make sure the company doesn’t work for the buyers – the firm should work for you, the seller. This ensures there’s no conflict of interest. A company that works on behalf of the buyer has no incentive to go above and beyond to ensure you get a fair deal. One that works for you certainly does.
All About Tax-Sheltered Annuity Plans
This is a guest post.
If you’ve previously heard of tax-sheltered annuity plans but are unsure of what they are, let this guide help you. Here’s what you need to know about tax-sheltered annuity plans.
What is it?
First things first, what are tax-sheltered annuity plans? A tax-sheltered annuity plan, or a 403(b) plan, is a retirement plan for some employees of various institutions to participate. This plan allows employees to contribute a portion of their salary to the plan. The employer may also contribute to the employee’s plan.
Who is Eligible?
Eligible Code Section 501(c)(3) employees tax-exempt organizations may participate, an employee of a public school, a state college, or a university, and eligible employees of churches. Employees of public school systems organized by Indian tribal governments, Ministers employed by Code Section (501)(c)(3) organizations, and self-employed ministers may also participate. Ministers must be employed by organizations that are not Code Section 501(c)(3) tax-exempt organizations, and they must function as ministers in their day-to-day professional responsibilities with their employers.
What are the Benefits of a 403(b) plan?
In a 403(b) plan, contributions are tax deductible. Taxes are paid on distributions in retirement, which is when a lot of people are in a lower tax bracket. As mentioned earlier, employers can match 403(b) contributions on a pretax basis. Loans can be taken against a 403(b) plan, which will help in certain situations, like buying your first home.
What types of contributions can be made?
In a 403(b) plan, you can have several types of contributions:
- Elective Deferrals – These are contributions made by the employee under a salary reduction agreement. This allows an employer to withhold a certain amount of money from an employee’s salary to deposit it in their 403(b) account.
- Nonelective Employer Contributions – These are any contributions to the 403(b) plan that were not made under a salary reduction agreement, which include matching contributions, discretionary contributions, and certain mandatory contributions that were made by the employer. The employee will pay income tax on all of these contributions, but only when they’re withdrawn.
- After-Tax Contributions – These are contributions made by an employee, which are reported as compensation in the year they were contributed and are included in the employee’s gross income for income tax purposes.
- Designated Roth contributions – These are elective deferrals that the employees elects to include in their gross income. The plan must keep separate accounting records for all contributions and for all gains and losses in the designated Roth account.
Can Employees Exclude Employees From Contributing?
Absolutely. The 403(b) plan must allow allow employees to make elective deferrals under the plan, but under the universal availability rule, if the employer permits one employee to defer salary by contributing it to a 403(b) plan, they must extend the offer to all of their employees. The only exceptions are employees who would contribute less than $200 annually, those employees who work less than 20 hours a week, employees who participate in a 401(k) or 457(b) plan, or students performing services that are described in Code Section 3121(b)(10).
So When Can Employees Get the Dollars?
Employees may withdraw from the 403(b) plan when the reach the age of 59 and a half, have a severance from employment, have a financial hardship, or become disabled. Money can also be taken out if an employee passes away. The employee will have to pay taxes on the amount of the distribution that was not from designated Roth or after-tax contributions, and they may have to pay an additional ten percent early distribution tax.
Are There Rules for In-Service Transfers or Exchanges?
Yes. Contract exchanges with a non-payroll slot vendor are permitted only if the plan permits it, the accumulated benefit after the exchange is, at the very least, the same as before the exchange, if the employer and the non-payroll slot vendor agree to share information regarding the plan’s terms, if any pre-exchange benefit restrictions are maintained after the exchange, and if the vendor complies with the terms outlined in the plan.
How Much Can be Contributed Annually? Does the Employee Have to be Current?
As of 2013, the maximum combined amount that an employer and an employee can contribute to a 403(b) plan is $51,000. That number may go up, depending on the annual cost-of-living.
If the plan allows, an employer can contribute up to the annual limits for an employee’s account for up to five years after the date of severance. No portion of the contributions can come from money that was due to be paid to the former employee, and these contributions must cease if the employee passes away.
There’s much more to learn about a 403(b) plan, but these are the basics. Does your company have a 403(b) plan?
Smoking Saved My Life
Lately, I’ve been traveling for work about twice per month. The trips have generally been to my company headquarters, about 5 hours east of my house, though at the time this goes live, I will be ending another trip in the Chicago area.
Earlier this month, I was out there to conduct some training webinars and enjoy the company Christmas party. After the party, my insomnia kicked in and I couldn’t sleep. At 6AM, I decided to give it up for a lost cause and pack my stuff for the 5 hour drive home.
On no sleep.
The morning after a nasty ice storm.
I do not have a death wish.
Really.
I got packed, ready to go. Then crawled back in bed with the nap timer on my phone set. Thirty minutes later, I checked out of the hotel and got in my car.
I really don’t want to die, though this trip scared me a bit. It’s a long 5 hours, 4.5 of those hours are on one road, driving across southern Wisconsin. Tedious is one word that comes to mind. Mind-numbing and lullaby-driving are two others.
Instead of getting on the highway, I drove to Wal-mart. I stocked up on cigarettes and Rockstar.
Now, I quit smoking 6 years ago when we found out brat #3 was coming a bit faster than we expected. It was purely a financial decision at that point, but breathing turned out to be a nice change, too.
Nicotine is a stimulant with immediate effects. That means, if I start feeling drowsy, I can smoke a cigarette and I quit feeling drowsy while I chug energy drinks.
Good plan, Jason.
It worked. I made it home, then fell on the couch and didn’t move for 4 hours. Then I ate dinner and went to bed.
Unfortunately, even after quitting for 6 years, by the time I got home, it felt like I’d never quit. So I get the joy of quitting again.
By the time you read this, the craving should be gone and I should just be getting ready to climb in my car for a long drive on not enough sleep.
