A Day in the Life of a Serial Entrepreneur

Yesterday: A Work From Home Day

People ask me all the time how I manage running 5 different companies. Every day is different - some days are focused on just 1 or 2 of the companies, other days I'm juggling stuff for all of them. Yesterday was one of those juggling days.

7:05am Cats wake me up wanting breakfast, feed them, brush teeth

7:15am Get back in bed, open tablet, read NYT “The Morning” newsletter to find out what crazy shit is happening in the world, go to Substack, read Heather Cox Richardson’s recap of yesterday to find out what other crazy shit is happening that the NYT didn’t report about

7:30am Use the Calm app to meditate for 10 minutes to bring down my blood pressure

7:40am Do the Mini Crossword, Wordle (got it in 2!), Connections, Strands, Quordle, Octordle, & Duotrigordle

8:15am Check Google calendar, see I have no in-person meetings scheduled and am working from home all day, get up & get dressed in t-shirt and sweatpants

8:20am Do emails, check Substack to see stats on yesterday’s post, read Seth’s blog, read a bunch of industry & leadership newsletters, watch Darren Daily

9:00am Get on Teams with business partner in Company #5, watch Module 3 of marketing training program we’re taking together

10:45am Finish training, make breakfast protein shake, take morning vitamins & supplements, give Dexter treats

11:00am Weekly Zoom check-in call with business partners in Company #4

11:30am Do emails, check LinkedIn, check Big Bear eagle cam on YouTube to see how the chicks are doing

11:50am Get email from mortgage company about refi on beach house; send additional requested information; schedule appraisal for Friday

12:00pm Zoom bidders conference for proposal for Company #1

1:00pm Email teaming partners about topics discussed in bidders conference

1:15pm Do emails, check eagle cam, grab two Babybels as a snack, give Owen treats

1:30pm Weekly Teams call with Company #3 business partner about new training program we’re launching, discuss marketing plan

2:30pm Get email from moderator of panel I’m on next week at Enterprising Women conference regarding questions she’s going to ask me. Realize I’m not sure how to respond to one of them, go to ChatGPT to get clarification, go down rabbit hole of conversation with Chat about it, then use Chat to work on marketing plan for Company #3’s new training program

3:15pm Do emails, check eagle cam, watch Shadow feed the chicks, go to Facebook to join an eagle-cam fan group to chat about the eagles with, give Owen more treats (he begs a lot)

3:30pm Realize that tomorrow is trash day, which includes yard waste pickup. In last weekend’s wind storm, the tree in next door neighbor’s yard shat all over my driveway. Take (battery not gas) leaf blower, snow shovel, and broom out to clean it up and put out the trash, recycle, and yard waste bins for pickup tomorrow

4:00pm Work on website update for Company #2

4:30pm Work on Company #1 proposal, make some edits based on info received in bidders conference, check recruiting portal to see how many people responded so far to job posted yesterday for contingent key personnel position in proposal: 47

5:15pm Get Amazon package - it’s books! New releases I pre-ordered: “Make Money Easy” by Lewis Howes and 20th anniversary edition of “The Success Principles” by Jack Canfield

5:20pm Give cats dinner. Make my dinner - tacos since it’s Tuesday. Doing 16/8 intermittent fasting so try to only eat between 10:30am & 6:30pm

5:40pm Eat while texting high school friends about scheduling a group dinner

6:00pm Check email, check eagle cam, schedule event for Meetup group

6:10pm Send business partner updates for Company #3 website language about training program

6:15pm Review SAM.gov and GSA EBuy portals for upcoming potential bid opportunities for Company #1 since BD person is on PTO this week

6:30pm Text friends/former mastermind group members about scheduling a summer weekend at the beach house

6:40pm Start review of NAWBO WBE certification application

7:00pm Leave home office for the day, give both cats treats, sit outside on back deck because it’s a warm beautiful day and read first couple chapters of new Lewis Howes book

8:00pm Watch 2 episodes of new season of “White Lotus” with Dexter on my lap and Owen snuggled next to me on couch

10:00pm Top up cat food bowls so they don’t wake me up in the middle of the night for food. Put on pajamas, take evening vitamins & supplements, get in bed, read “What a Day” e-newsletter to find out what crazy shit happened in the world today, read next month’s fiction book club book

11:30pm Lights out, go to sleep