A Day In The Life Of A Sandwich Generation Entrepreneur

I am a Sandwich Generation Entrepreneur.

What does that mean? It means I own a business, and am the care provider for my children and an aging parent.

Perhaps you’re a Sandwich Generation Entrepreneur too? I am sure I am not alone.

A Day In The Life Of A Sandwich Generation Entrepreneur

Here’s how my day went yesterday:

→1:30pm: I am on the phone with my coach when my son texts me that something was blow out of proportion at school. When I ask for an explanation, my son said he would tell me when he got home from school. Sigh.

→1:45pm: My call ends with my coach, and I return to working on a PowerPoint presentation for a webinar I am giving in four days.

→1:50pm: My husband (who works from home on Fridays) calls out from his office: “Are you still on a call?” I tell him no and go into his office. My husband informed me our son got in trouble at school. His history teacher threatened to take his phone away, and he responded that he would make her life miserable if she did.

Face palm.

My son was sent to the office and given one day of out-of-school suspension.

I return to my desk, wondering what the hell I am going to do with this kid.

→2:00pm: My phone rings. It’s the ALF where my mom lives. She tripped and fell in her room. She hit her head during the fall, and it’s their protocol to call 911 for a head injury. The paramedics load Mom into an ambulance. She’s on her way to a local hospital.

I hang up the phone and sigh. Okay, I probably said “Fuck.” I say that a lot now that I am a Sandwich Generation Entrepreneur.

I walk back into my husband’s office to tell him about mom’s fall. I collect my purse and keys, and head over to the hospital.

→6:30pm: I tell Mom it’s time to accept assistance from the aides when she showers. If an aide was there, she would not have fallen today. She says no repeatedly. I make a mental note to call the administrator to arrange for this assistance anyway.

→8:30pm: Six and a half hours later, I am finally home. Mom is fine with no broken bones (thank God). My computer is still on with the presentation materials surrounding it. I put everything into a pile and turn off my computer. I check on my troublemaker son. He doesn’t want to talk about his day. Honestly, I don’t either.

→9:00pm: I take a Xanax, lie in bed and fall asleep. I am done.

Yes, I was a Xanax-popping, sailor-mouth, conflict-avoiding, exhausted Sandwich Generation Entrepreneur yesterday. It was not the first time, and it won’t be the last.

And I am at peace with it all.


Because I have accepted the following:

  • Perfection – even close to perfection – is nonexistent. Adequate must do.
  • Family is always first. The work has to wait. It means working on the weekends and evenings on occasion. It won’t be forever.
  • Sleep is vital. If I need a sleep aid, then I am taking it. Unapologetically.
  • Stop the resentment. Yes, the situation sucks. But it’s nothing to be resentful over. Get a grip and look for the positives.
  • Conflict is not the best solution. Don’t avoid, but find another path to get to the resolution you want.
  • Everything will be okay.
  • I am blessed to be here.

Say to yourself: I am blessed to be here.

So, if you’re running a business and taking care of kids, or your aging parents, or a helpless dog, or a disabled spouse – or any combination therein – here’s what I want you to know.

You can do it.

Sure, the path has many unexpected twists and turns. Nonetheless, the path goes forward.

How do I know this? Because I moving forward on this path. Imperfectly. Tiredly. But moving. And you can too.

Hang in there. ♥

28 thoughts on “A Day In The Life Of A Sandwich Generation Entrepreneur

  1. Luanne Lee

    Perfect timing Jill! I did laugh and then got teary. I can relate, although mine is my hubby home on disability and my problem children are adults who don’t speak to each other!! I do say the “F” word MULTIPLE times a day, in my head AND aloud, and it does help! Bless you and hang in there!! HUGS!!!

  2. Kim

    I can so relate Jill! My 911 call was made for my mom the day before my dad passed away last week. 4+ hours in the ER at the same hospital and 8 stitches later. Someone really needs to patent a margarita IV machine for the family helpers! Hang in there friend! I can so relate to this new title. Hugs!

  3. Neena

    I totally get it.
    You didn’t come right out and say it but it’s there between the lines – taking care of YOU (without guilt) needs to be a priority through all of this too.
    Hang in there!

    1. Jill Celeste Post author

      Thank you, Neena. Yes, self-care is hard to come by, but I am definitely doing a better job now than I was 6 months ago. Sending you a big hug. xoxo

  4. Kathy holfelder

    My mom lived in my house, she refused to go to an assisted living facility. She had dementia. My hands were full. I ran an assisted living facility in my home. My son hadn’t started school yet, under 5. I never had peace or time for myself. Lots of resentment. Lots of trips to ER n dr. Appts. Actually scheduled a playdate to make christmas cookies n had to cancel it because of another crisis. Boy I was ticked at her n fought with her. She never made it out of the ER this time n died on Christmas eve. I have so much guilt and wished I wasn’t always so angry. Those were the good old days! Toughest days of my life.

    1. Jill Celeste Post author

      I am so sorry for your mom’s loss. I understand the anger and resentment. I really try not to “go there” in my mind (I often have to bring myself back out of this state). Thank you for your comment. Sending you a big hug. xoxo

  5. Suzie Cheel

    yes I am blessed to be here. Sending you loving hugs, you took me back many years when I would travel as my dad had fallen and was in hospital. I love you Sandwich entrepreneur

  6. Stacey

    Thanks so much for sharing your thoughtful and thought-provoking post. I’m not at the point where I’m caring for my parents, but I do take partial care of my elderly neighbor across the street (who has refused all outside professional help much to the chagrin of her entrepreneur daughter), and I know it’s not long before I am faced with more days like yours when my parents need more help.

  7. Andrea


    My life is not usually like that these days. But it’s 11:30 and I’m finally getting around to reading some of my favorite blogs. He got sick…I got sick… there’s a trip to pack for, a dogsitter and her adorable child and…. Well, you get it. Hang in there, you’re amazing.


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