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Adventures in Filing for an Extension: How hard could this POSSIBLY be?

By
Real Estate Agent with Keller Williams NY Realty - 120 Bloomingdale Road #101, White Plains NY 10605

pngFor various reasons, including a family illness I found that I needed to file for an extension this year. What could be simpler? How hard could this possibly be? Read on if you want to find out. I called my accountant on Monday – who was expecting that I would file for an extension. I realized suddenly that I was missing significant deductions and although the time was a concern, we agreed that I should get as many deductions as I could together so that I wouldn’t have to overpay and that I would drop everything off the next morning.

 

Just because I’m paranoid, it doesn’t mean there isn’t anyone out to get me - Or How many things can go wrong at once?

Tuesday morning I arrived at my accountant’s office bright and early with year end statements of my mortgage, my W-2’s from several adjunct teaching jobs I had and the completed spreadsheet. I walked through the door …..and entered a deserted office. Not a stick of furniture. NOTHING. Feeling a bit like I was in the Twilight Zone I started to panic….was I being abandoned to income tax limbo land on April 15th? I felt a panic attack coming on until I realized that I had a cell phone and telephone number. I called the office on my cell phone and heard some chuckling on the other end when I told them where I was. They had sent out announcements – but I had forgotten as it was right after April 15 of LAST year. OK – it was find the accountant time! I drove over to the next town and located his new office and dropped off my paper work.

Thus confident that everything was under control I went home to my home office and went about my work day. I got a call about an hour later saying that I owed far more money than I predicted. I had money ready for an electronic transfer if I needed it. All I had to do was fax the request - and ….and….and….the fax machine picked that moment not to work at all!

By this time I was convinced that someone out there was trying to get me --- feeling more than a tad paranoid, I called the accountant and said I would pick up the extension and MAIL it. I was worried that the electronic transfer wouldn’t work in time for an electronic filing that day. I had enough money in the account, but the last thing I wanted was a bounced payment – and the way the day was going, this wasn’t so far-fetched. Fortunately, he was able to email the extension in PDF format for me to print out – and miracles do happen – my printer actually WORKED. Then I got back into my car in search of a fax machine.

By the time that mission was complete, it was getting late and I had a couple of appointments. So the blogger in me decided that it would be kind of fun to mail the extension late at night – around 10:30 PM and see what it is like in the White Plains Post Office late at night on tax day…I actually got the idea from Teresa Boardman in a blog she wrote on that day. .might be kind of interesting and what could possibly go wrong……little did I know….

I’d sell my soul for a dated stamp:png

I arrived at the post office about 80 minutes before midnight and found that it was minor bedlam. Cars everywhere and people honking and an angry looking crowd yelling – and a police car was pulling up. I was wondering how “normal” this could be – but having no other alternative, I walked in with my envelopes in hand. I heard several men pounding on the post office window and finally I heard the police officer threatening to arrest anyone who got out of line. We were instructed to form a single file line and stay in line and wait our turn. After about 20 minutes – the line hadn’t moved at all. Although I had no desire to spend a night in jail – I was starting to wonder why the line wasn’t moving but I needed to MOVE out of line in order to find out. There was nothing normal about this – but then nothing normal had happened all day long. Two of the men in front of me decided to do some checking for us. Meanwhile the line behind kept getting longer and longer…..

Apparently, there was only one machine to stamp all of our envelopes and it wasn’t working very well. It was taking over 1 minute per envelope and with the hundreds of people waiting with two envelopes.
The postal people were hiding inside which was another problem that was angering the throng. The difficulty with the stamp machine could easily have been solved by a couple of postal workers coming out with rubber stamps and hand stamping the envelopes. Their anger was understandable – after all the post office was supposed to be open and ready to receive mail and stamp it until midnight. People who had arrived more than an hour before the deadline were obviously not going to make it wit the system in place. I waited until 2 minutes to 12 and then threw my envelopes in the bin with the regular mail unstamped. Most everyone else did the same. Although a large number of people decided to wait for some guarantee that their envelopes would be stamped “April 15.”

Aftermath:

I got home and poured a BIG glass of wine…..All I had done was show two houses and send in an EXTENSION of my income taxes. I felt like I had climbed a mountain!

The next day, I called the police department and apparently it was still quite a scene after I left. More police were called in and a report was filed. So for those who were waiting in line…there is a police report on file about the situation – just in case you find you need it!

To Search for Homes and for further information go to my website/blog with free home search at The Westchester View

I am always happy to answer your questions and you can speak to me directly on my moble phone: 914-374-5529.

 

Jennifer Fivelsdal
JFIVE Home Realty LLC | 845-758-6842|162 Deer Run Rd Red Hook NY 12571 - Rhinebeck, NY
Mid Hudson Valley real estate connection
Ruthmarie - That was some experience and I am sure next year you will probably do yoour taxes earlier.  I probably would be doing it the last minute except for the FAFSA deadline.
Apr 17, 2008 06:21 PM
Tony Grego, 317-663-4173 #1 Trade Association for Alternative Inv
REISA - 317-663-4173 - Indianapolis, IN

What a crazy adventure. I'm sure it will all be OK with time.

My wife's birthday is 4/15 and for all the wrong reasons we seem to always file an extention and she never seems to have a good birthday

tony 

Apr 17, 2008 06:22 PM
Lisa Lambert
The Law Offices of Elisabeth A. Lambert - Fresno, CA
Esq. 1031 Exchange Expert
What a nightmare. I made the mistake of mailing my check after I efiled my return. What a huge mistake it was a zoo at the post office. I completely sympathize with you.
Apr 17, 2008 06:27 PM
William Johnson
Retired - La Jolla, CA
Retired
I was exhausted reading your descriptive Day. I am sure you glad this event is over. Next year make a business goal to start by mid-Jan,:-) You will never have to experience this ever again.
Apr 17, 2008 06:28 PM
Ruthmarie Hicks
Keller Williams NY Realty - 120 Bloomingdale Road #101, White Plains NY 10605 - White Plains, NY
There was a complication in a family matter that made things so problematic.  I know a lot about medicine given my former field, but I found myself on medline trying to get some answers in an area where I had limited expertise.  My Dad had had a lot of side effects to a new drug and had accidentally overdosed on another cancer drug.  I wanted to know as much as I could, because I was very worried. The other problem was that this is only the second time I've filed as an independent contractor.  I kept realizing that I was leaving big deductions out.  What am I missing? I would think I was done and then realize Opps! There's more.  The more I dug through records, the more I realized that I had more to deduct.  A lot of it was simply not realizing how much counted as a business expense. Since this was a rough year, I needed to get as much as I could done before the deadline - thus the delay in submission.  This time I'm making a list of what I have to look for.  I know I'm still missing deductions, but by the time I need to file, I will have it figured out. 
Apr 17, 2008 06:39 PM
Ruthmarie Hicks
Keller Williams NY Realty - 120 Bloomingdale Road #101, White Plains NY 10605 - White Plains, NY

Tony,

my late mother's birthday was on 4/16....she was forever grateful that her mother waited until the early morning of the 16th to go into labor....Tax day was always behind her and she could enjoy her day.

Lisa,

Is it always like this at most post offices?  I never did this before like this!  I was expecting a line, but a line that moved. Not a broken machine as the only source of a dated stamp.  I filed for an extension when I wasn't an independent contractor - I was in the middle of defending a thesis - thus the delay. That was fairly easy not so much work - so it wasn't such a mess. This time it was a family illness.

 

Apr 17, 2008 07:05 PM
Eric Kodner
Wayzata Lakes Realty: Eric Kodner Sells Twin Cities Homes - Minnetonka, MN
Wayzata Lakes Realty: Twin Cities, Madeline Island

Great tax day story, Ruthmarie!

In 1983, we had a blizzard in Minneapolis on tax day.  I wound up cross-country skiing to Merrill Lynch (about ten blocks away) to make an IRA contribution that day and then to the post office to mail my taxes!

Apr 17, 2008 07:10 PM
Ruthmarie Hicks
Keller Williams NY Realty - 120 Bloomingdale Road #101, White Plains NY 10605 - White Plains, NY

Eric - are you serious??? That's crazy if true....

I'm still on medline trying to figure out whether the drug overdose or the new drug are causing my father's symptoms.....back to the original problem which caused the problem. 

Apr 17, 2008 07:20 PM
Debbie Malone
Londeree's Real Estate & Property Management - Lynchburg, VA
From Lynchburg To The Lake (434) 546-0369
Ruthmarie, I feel your pain! For the last few years we had to file extensions, (last year it was August before our taxes were done) this year we got the call we were getting money back-my husband didn't believe it and called the accountant back! First time in I don't know how long I wasn't at the post office mailing those packages in.
Apr 18, 2008 02:08 AM
Rosario Lewis
DDR Realty - Newburgh, NY
GRI, SRES - DDR Realty - Orange County, NY
I'm sorry circumstances put you into Income Tax H### this year. That happened to me once, and it wa no picnic.
Apr 18, 2008 04:24 AM
Ruthmarie Hicks
Keller Williams NY Realty - 120 Bloomingdale Road #101, White Plains NY 10605 - White Plains, NY

Debbie:  I've been close before, but NEVER that close.  Once when I was in grad school and working 90 hours a week, I filed the AFTERNOON of the 15th.  I did the late night thing on purpose "to experience it." Boy was that dumb!

Rosario:  It was just so much stuff going wrong at once.  Now I have to actually FILE my taxes later! YIKES.... I had a big glass of wine after that. 

Apr 18, 2008 02:24 PM
Marchel Peterson
Results Realty - Spring, TX
Spring TX Real Estate E-Pro
RUTHMARIE, You experienced April 15th, that's for SURE!! I was a good girl this year and only owed a little bit (because I paid in 30% every time I had a closing) but last year was not a pretty picture. 
Apr 25, 2008 03:04 PM
Ruthmarie Hicks
Keller Williams NY Realty - 120 Bloomingdale Road #101, White Plains NY 10605 - White Plains, NY
Hi Marchel - it was an interesting day - that's for sure.  You can't make that stuff up!
Apr 25, 2008 03:06 PM