Jill James
@thejilljames.bsky.social
CEO & Founder. Business strategist, operator, and personal wealth builder with purposeful alignment. LA USA ☀️🌴 work / newsletter at thejilljames.com
2026 health insurance open enrollment has started.
If you have a team on payroll, set the employer policy, lock in your service provider, and send the team note on what the company will cover.
If you are a solo founder, check network, deductible, and total annual cost.
If you have a team on payroll, set the employer policy, lock in your service provider, and send the team note on what the company will cover.
If you are a solo founder, check network, deductible, and total annual cost.
November 3, 2025 at 3:31 PM
2026 health insurance open enrollment has started.
If you have a team on payroll, set the employer policy, lock in your service provider, and send the team note on what the company will cover.
If you are a solo founder, check network, deductible, and total annual cost.
If you have a team on payroll, set the employer policy, lock in your service provider, and send the team note on what the company will cover.
If you are a solo founder, check network, deductible, and total annual cost.
If you pay quarterly taxes, your Q3 estimated payment is due September 15.
Check in with your accountant - the amount they recommended in April may not be accurate based on the actual performance of your business.
Check in with your accountant - the amount they recommended in April may not be accurate based on the actual performance of your business.
September 2, 2025 at 5:26 PM
If you pay quarterly taxes, your Q3 estimated payment is due September 15.
Check in with your accountant - the amount they recommended in April may not be accurate based on the actual performance of your business.
Check in with your accountant - the amount they recommended in April may not be accurate based on the actual performance of your business.
Poll: How’s your pipeline right now? (Comment below)
A) Waterfall
B) Trickling
C) Parched
D) Now I need a bio break
I start every Monthly Business Review with this question: how's your pipeline?
A) Waterfall
B) Trickling
C) Parched
D) Now I need a bio break
I start every Monthly Business Review with this question: how's your pipeline?
August 19, 2025 at 6:02 PM
Poll: How’s your pipeline right now? (Comment below)
A) Waterfall
B) Trickling
C) Parched
D) Now I need a bio break
I start every Monthly Business Review with this question: how's your pipeline?
A) Waterfall
B) Trickling
C) Parched
D) Now I need a bio break
I start every Monthly Business Review with this question: how's your pipeline?
Well, that was a dramatic pause.
It wasn’t my plan to launch a book and then go radio silent. But the car accident on launch day changed a lot of things.
1/3
It wasn’t my plan to launch a book and then go radio silent. But the car accident on launch day changed a lot of things.
1/3
August 11, 2025 at 7:30 PM
Well, that was a dramatic pause.
It wasn’t my plan to launch a book and then go radio silent. But the car accident on launch day changed a lot of things.
1/3
It wasn’t my plan to launch a book and then go radio silent. But the car accident on launch day changed a lot of things.
1/3
Update!
Yesterday, we launched The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead on Amazon for just $1.99. I’m so excited to share this update:
👉 We hit #1 in multiple US categories!
Yesterday, we launched The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead on Amazon for just $1.99. I’m so excited to share this update:
👉 We hit #1 in multiple US categories!
June 25, 2025 at 5:53 PM
Update!
Yesterday, we launched The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead on Amazon for just $1.99. I’m so excited to share this update:
👉 We hit #1 in multiple US categories!
Yesterday, we launched The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead on Amazon for just $1.99. I’m so excited to share this update:
👉 We hit #1 in multiple US categories!
Book Launch Today!
The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead is officially live on Amazon—and the ebook is just $1.99 for the next 24 hours.
The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead is officially live on Amazon—and the ebook is just $1.99 for the next 24 hours.
June 24, 2025 at 7:39 PM
Book Launch Today!
The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead is officially live on Amazon—and the ebook is just $1.99 for the next 24 hours.
The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead is officially live on Amazon—and the ebook is just $1.99 for the next 24 hours.
Please help me celebrate!
Our new book, The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead, is officially live. As part of our launch campaign, it’s just $1.99 for the next 24 hours on Amazon.
Our new book, The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead, is officially live. As part of our launch campaign, it’s just $1.99 for the next 24 hours on Amazon.
June 24, 2025 at 5:27 PM
Please help me celebrate!
Our new book, The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead, is officially live. As part of our launch campaign, it’s just $1.99 for the next 24 hours on Amazon.
Our new book, The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead, is officially live. As part of our launch campaign, it’s just $1.99 for the next 24 hours on Amazon.
Today’s the day!
The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead is officially live on Amazon—and the ebook is just $1.99 for the next 24–48 hours in honor of the launch.
1/5 ⬇️
The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead is officially live on Amazon—and the ebook is just $1.99 for the next 24–48 hours in honor of the launch.
1/5 ⬇️
June 24, 2025 at 2:20 PM
Today’s the day!
The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead is officially live on Amazon—and the ebook is just $1.99 for the next 24–48 hours in honor of the launch.
1/5 ⬇️
The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead is officially live on Amazon—and the ebook is just $1.99 for the next 24–48 hours in honor of the launch.
1/5 ⬇️
Five years on the Inc. 5000 doesn’t happen by accident.
It takes strategy. Systems. Hard conversations and choices about priorities, people, and execution.
📈 Strategy is the playbook.
🤝 Partnership is how we execute it.
Build something that's yours.
It takes strategy. Systems. Hard conversations and choices about priorities, people, and execution.
📈 Strategy is the playbook.
🤝 Partnership is how we execute it.
Build something that's yours.
June 20, 2025 at 6:36 PM
Five years on the Inc. 5000 doesn’t happen by accident.
It takes strategy. Systems. Hard conversations and choices about priorities, people, and execution.
📈 Strategy is the playbook.
🤝 Partnership is how we execute it.
Build something that's yours.
It takes strategy. Systems. Hard conversations and choices about priorities, people, and execution.
📈 Strategy is the playbook.
🤝 Partnership is how we execute it.
Build something that's yours.
The mixed messages on display outside Wrigley Field today…
June 20, 2025 at 1:42 AM
The mixed messages on display outside Wrigley Field today…
98% of businesses never take venture funding.
So why are we following VC playbooks?
My chapter in The Wisdom Collection is for the 98% of founders building businesses they want to run.
If you’ve been told you have to "scale or fail,” this is your alternative strategy.
1/2 ⬇️
So why are we following VC playbooks?
My chapter in The Wisdom Collection is for the 98% of founders building businesses they want to run.
If you’ve been told you have to "scale or fail,” this is your alternative strategy.
1/2 ⬇️
June 13, 2025 at 3:14 PM
98% of businesses never take venture funding.
So why are we following VC playbooks?
My chapter in The Wisdom Collection is for the 98% of founders building businesses they want to run.
If you’ve been told you have to "scale or fail,” this is your alternative strategy.
1/2 ⬇️
So why are we following VC playbooks?
My chapter in The Wisdom Collection is for the 98% of founders building businesses they want to run.
If you’ve been told you have to "scale or fail,” this is your alternative strategy.
1/2 ⬇️
What does scale mean to you?
To me, it means hitting milestones that keep you profitable.
I joined Erin Austin on the Scaling Expertise podcast to talk about building self-sustaining companies that don’t rely on a founder over-functioning, over-delivering, or underpricing.
1/3
To me, it means hitting milestones that keep you profitable.
I joined Erin Austin on the Scaling Expertise podcast to talk about building self-sustaining companies that don’t rely on a founder over-functioning, over-delivering, or underpricing.
1/3
June 11, 2025 at 6:32 PM
What does scale mean to you?
To me, it means hitting milestones that keep you profitable.
I joined Erin Austin on the Scaling Expertise podcast to talk about building self-sustaining companies that don’t rely on a founder over-functioning, over-delivering, or underpricing.
1/3
To me, it means hitting milestones that keep you profitable.
I joined Erin Austin on the Scaling Expertise podcast to talk about building self-sustaining companies that don’t rely on a founder over-functioning, over-delivering, or underpricing.
1/3
Most of us didn’t leave corporate to become algorithm chasers.
We did it to build something real—something that reflects our values and helps us achieve a balanced, meaningful life.
1/3 ⬇️
We did it to build something real—something that reflects our values and helps us achieve a balanced, meaningful life.
1/3 ⬇️
June 9, 2025 at 5:30 PM
Most of us didn’t leave corporate to become algorithm chasers.
We did it to build something real—something that reflects our values and helps us achieve a balanced, meaningful life.
1/3 ⬇️
We did it to build something real—something that reflects our values and helps us achieve a balanced, meaningful life.
1/3 ⬇️
My workday usually doesn’t look like a glossy Instagram highlight reel.
It looks like Zoom calls with founders who woke up to a crisis.
It looks like managing a team through a major pivot and systems change.
It looks like untangling payroll messes and explaining taxes in plain English.
⬇️ 1/3
It looks like Zoom calls with founders who woke up to a crisis.
It looks like managing a team through a major pivot and systems change.
It looks like untangling payroll messes and explaining taxes in plain English.
⬇️ 1/3
June 6, 2025 at 5:17 PM
My workday usually doesn’t look like a glossy Instagram highlight reel.
It looks like Zoom calls with founders who woke up to a crisis.
It looks like managing a team through a major pivot and systems change.
It looks like untangling payroll messes and explaining taxes in plain English.
⬇️ 1/3
It looks like Zoom calls with founders who woke up to a crisis.
It looks like managing a team through a major pivot and systems change.
It looks like untangling payroll messes and explaining taxes in plain English.
⬇️ 1/3
Brilliant, brave, complex humans who put their stories and strategies on paper—and into the world. Every time one of my clients' books arrives, I feel it: the weight of their work, bound and real.
When I started my business, I thought I’d have written my own book by now.
1/4 ⬇️
When I started my business, I thought I’d have written my own book by now.
1/4 ⬇️
June 3, 2025 at 5:27 PM
Brilliant, brave, complex humans who put their stories and strategies on paper—and into the world. Every time one of my clients' books arrives, I feel it: the weight of their work, bound and real.
When I started my business, I thought I’d have written my own book by now.
1/4 ⬇️
When I started my business, I thought I’d have written my own book by now.
1/4 ⬇️
“You and your company must stand for something.”
That’s the core of my chapter in The Wisdom Collection, a new book for founders and leaders who are ready to define what they want from life and work.
1/3 ⬇️
That’s the core of my chapter in The Wisdom Collection, a new book for founders and leaders who are ready to define what they want from life and work.
1/3 ⬇️
June 2, 2025 at 6:03 PM
“You and your company must stand for something.”
That’s the core of my chapter in The Wisdom Collection, a new book for founders and leaders who are ready to define what they want from life and work.
1/3 ⬇️
That’s the core of my chapter in The Wisdom Collection, a new book for founders and leaders who are ready to define what they want from life and work.
1/3 ⬇️
What's your version of touching grass? How do you disconnect from scrolling and plug back in to the wider world?
Tell me in the comments.
Tell me in the comments.
May 30, 2025 at 5:13 PM
What's your version of touching grass? How do you disconnect from scrolling and plug back in to the wider world?
Tell me in the comments.
Tell me in the comments.
Owning the company is one job.
Delivering the services is another.
When you hire me, you get both.
Yes, I help you figure out strategy.
Yes, I will be hands-on to help you execute it.
No, you’re not being handed off to a client manager.
⬇️ 1/2
Delivering the services is another.
When you hire me, you get both.
Yes, I help you figure out strategy.
Yes, I will be hands-on to help you execute it.
No, you’re not being handed off to a client manager.
⬇️ 1/2
May 27, 2025 at 4:03 PM
Owning the company is one job.
Delivering the services is another.
When you hire me, you get both.
Yes, I help you figure out strategy.
Yes, I will be hands-on to help you execute it.
No, you’re not being handed off to a client manager.
⬇️ 1/2
Delivering the services is another.
When you hire me, you get both.
Yes, I help you figure out strategy.
Yes, I will be hands-on to help you execute it.
No, you’re not being handed off to a client manager.
⬇️ 1/2
My favorite part of this job?
▪️ When a founder stops second-guessing themselves.
▪️ When they look at their numbers and say, “Oh, this is a real business.”
▪️ When they stop chasing other people’s playbooks and build the company they actually want.
⬇️ 1/2
▪️ When a founder stops second-guessing themselves.
▪️ When they look at their numbers and say, “Oh, this is a real business.”
▪️ When they stop chasing other people’s playbooks and build the company they actually want.
⬇️ 1/2
May 21, 2025 at 5:04 PM
My favorite part of this job?
▪️ When a founder stops second-guessing themselves.
▪️ When they look at their numbers and say, “Oh, this is a real business.”
▪️ When they stop chasing other people’s playbooks and build the company they actually want.
⬇️ 1/2
▪️ When a founder stops second-guessing themselves.
▪️ When they look at their numbers and say, “Oh, this is a real business.”
▪️ When they stop chasing other people’s playbooks and build the company they actually want.
⬇️ 1/2
“I used to look at revenue, but now that I’ve worked with Jill, I’m all about that profit line.”
This is one of my favorite testimonials ever—because it captures a critical shift in running your company.
⬇️ 1/4
This is one of my favorite testimonials ever—because it captures a critical shift in running your company.
⬇️ 1/4
May 20, 2025 at 7:15 PM
“I used to look at revenue, but now that I’ve worked with Jill, I’m all about that profit line.”
This is one of my favorite testimonials ever—because it captures a critical shift in running your company.
⬇️ 1/4
This is one of my favorite testimonials ever—because it captures a critical shift in running your company.
⬇️ 1/4
Drumroll, please...we have a cover! Big thanks to everyone who voted and shared your feedback. What a fun milestone on the way to bringing The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead into the world.
⬇️ 1/3
⬇️ 1/3
May 14, 2025 at 8:25 PM
Drumroll, please...we have a cover! Big thanks to everyone who voted and shared your feedback. What a fun milestone on the way to bringing The Wisdom Collection: Stories That Transform How We Live, Connect, and Lead into the world.
⬇️ 1/3
⬇️ 1/3
Want to run your business in just 3 hours a week?
Here’s the deal: Share my newsletter with five friends. As a bonus, I'll send you my guide, “Run Your Business in 3 Hours a Week." It’s my way of thanking you for spreading the word and supporting.
Here’s the deal: Share my newsletter with five friends. As a bonus, I'll send you my guide, “Run Your Business in 3 Hours a Week." It’s my way of thanking you for spreading the word and supporting.
May 14, 2025 at 5:15 PM
Want to run your business in just 3 hours a week?
Here’s the deal: Share my newsletter with five friends. As a bonus, I'll send you my guide, “Run Your Business in 3 Hours a Week." It’s my way of thanking you for spreading the word and supporting.
Here’s the deal: Share my newsletter with five friends. As a bonus, I'll send you my guide, “Run Your Business in 3 Hours a Week." It’s my way of thanking you for spreading the word and supporting.
As I approach the 10-year anniversary of leaving corporate for good, I've been reflecting on how it started, how it's going, and what I've learned on the way. If I put it succinctly, it's everything we do as founders is permanently embedded into our companies,
⬇️ 1/2
⬇️ 1/2
May 12, 2025 at 7:12 PM
As I approach the 10-year anniversary of leaving corporate for good, I've been reflecting on how it started, how it's going, and what I've learned on the way. If I put it succinctly, it's everything we do as founders is permanently embedded into our companies,
⬇️ 1/2
⬇️ 1/2
National Small Business Week might feel like just another Hallmark moment. But here’s the reality:
• Small businesses make up 99.9% of all U.S. companies
• We employ nearly half the private workforce
• We create 2 out of 3 new jobs
⬇️ 1/2
• Small businesses make up 99.9% of all U.S. companies
• We employ nearly half the private workforce
• We create 2 out of 3 new jobs
⬇️ 1/2
May 9, 2025 at 6:36 PM
National Small Business Week might feel like just another Hallmark moment. But here’s the reality:
• Small businesses make up 99.9% of all U.S. companies
• We employ nearly half the private workforce
• We create 2 out of 3 new jobs
⬇️ 1/2
• Small businesses make up 99.9% of all U.S. companies
• We employ nearly half the private workforce
• We create 2 out of 3 new jobs
⬇️ 1/2