The Successful Bookkeeper Podcast

"There's all that magic that seems to happen by those who are born with relationship privilege, but we can all build it. It just starts with how you can become more purposeful and intentional with what you want out of not just your life, but the people around you that form your purposeful community."
-David Homan

Community-building strategist and author of Orchestrating Connection, David Homan challenges the way you think about networking. He explains why traditional networking often feels forced and ineffective, and shows how shifting toward intentional, trust-based relationships can open doors you didn't think were possible.

David shares how vulnerability, curiosity, and generosity create stronger connections, and why building a purposeful community matters more than collecting contacts.

In this episode, you'll learn:
Why most networking fails & what to do instead
How to turn your existing network into a supportive community
A simple way to create opportunities without asking for anything
To learn more about David, click here.

Connect with him on LinkedIn.

Get a copy of Orchestrating Connection this link.

Time Stamps

 00:56 – Why traditional networking feels forced
 02:08 – David's background & early exposure to relationships
 09:34 – Network vs. purposeful community
 11:40 – Using vulnerability to build trust
 19:19 – Real connection vs. transactional conversations
 23:29 – The five principles of meaningful relationships
 29:16 – How to start building your community today

Your expertise has more value than you think, so Own Your Authority at The Successful Bookkeeper Summit 2026!

It's a high-energy two-day virtual experience for bookkeepers ready to lead with confidence and elevate their impact.

Join inspiring leaders on November 4th–5th to gain actionable strategies, powerful tools, and the clarity to shape the work you want, not just keep up with it.

Don't miss this incredible opportunity!

REGISTER TODAY!

"High performers liked to be with high performers. So if you start to train yourself as a manager, as a boss, as a business owner, as an entrepreneur, in holding people accountable, you will notice who doesn't mind that, who kind of thrives around that, and those kind of people attract more people like that."
 –Gina Cotner

In this episode, founder and CEO of Athena Executive Services, Gina Cotner shares a practical framework for holding your team accountable without creating tension or fear. She explains why delegation alone is not enough, how accountability builds stronger leaders inside your firm, and how small shifts in communication can dramatically improve follow-through and results.

In this episode, you'll learn:
What to say when deadlines are missed & how to fix the real issue
The simple question that drives ownership & initiative
How asking "when" changes your team culture
To learn more about Gina, click here.

Connect with her on LinkedIn.
Read about her company, Athena Executive Services at this link.
Time Stamps
00:57 – Gina's business growth through rapid expansion & market shifts
13:08 – Why delegation without accountability fails
21:40 – Shifting ownership: "What do you need from me?"
23:36 – The power of asking "when" in every meeting
27:42 – What to do when work is not completed on time
29:14 – The million-dollar question: "What got in the way?"
35:11 – Why caring deeply gives you room to hold people accountable
41:15 – Negotiating deadlines without lowering standards

This episode is brought to you by our great friends at BILL!
They're hosting Bookkeeper Appreciation Week from March 30th to April 3rd—dedicated to recognizing the real work you do and giving you tools you can actually use to free up time for more strategic work.
Get ready for 5 days of practical resources delivered straight to your inbox, plus live, CPE-eligible webinars!
Register now at bill.com/successfulbookkeeper!

Don't miss it!

"At some point in the future, somebody's going to be watching a movie about our era and there's going to be a human bookkeeper. And they're going to turn to their parents 20 years from now, and they're gonna say, 'Bookkeepers used to be people? That's so weird. I thought they were always artificial intelligence. I thought they were always computers.'"
-Joe Woodard

In this spotlight episode, founder of Scaling New Heights, Joe Woodard shares a clear view of where the bookkeeping profession is heading as AI reshapes the industry. He breaks down how service models are evolving, why advisory must be structured differently, and what practical steps you can take today to stay relevant and valuable plus much more!

In this episode, you'll learn:
How to use AI safely while protecting client data
The difference between AI-enabled tools & native AI platforms
How to structure your services using "swim lanes" instead of pricing tiers
To learn more about Joe, visit his LinkedIn profile here.
To get your ticket for Scaling New Heights, click this link.

Time Stamps

 00:53 – Introduction to Joe Woodard & what's new since his last visit
 02:15 – Why advisory is becoming the core value in bookkeeping
 04:20 – Moving from pricing tiers to service "swim lanes"
 06:04 – Breaking down transactional, controllership, FP&A & outsourcing
 08:26 – How subscription models change pricing & scope conversations
 10:16 – Why managing scope is harder than managing profitability
 12:11 – How to handle scope creep using swim lane language
 15:23 – Pricing differences for small versus larger clients
 16:22 – The impact of AI on bookkeeping & accounting
 18:03 – Book recommendations to understand the future of work
 20:14 – The "Hidden Figures" lesson every bookkeeper should understand
 22:18 – Two paths to adopt AI in your firm
 25:41 – Native AI tools versus AI layered on existing platforms
 28:34 – How to protect client data when using AI
 32:21 – Practical advice for using tools like ChatGPT safely
 35:36 – Scaling New Heights conference & what to expect

Your expertise has more value than you think, so Own Your Authority at The Successful Bookkeeper Summit 2026!

It's a high-energy two-day virtual experience for bookkeepers ready to lead with confidence and elevate their impact.

Join inspiring leaders on November 4th–5th to gain actionable strategies, powerful tools, and the clarity to shape the work you want, not just keep up with it.

Don't miss this incredible opportunity!

REGISTER TODAY!

"Oftentimes we get into burnout because we are saying yes to everything. We're getting scope creep, and we aren't billing for those extras."
–Linda Hunt

In this episode, the author of The Money Conversation: Speak the Truth. Set the Standard. Get Paid Without Apology, Linda Hunt explains why burnout often starts with unclear boundaries and underpriced services. She shares practical strategies to help you calculate your true capacity, package your services properly, manage scope creep, and position yourself as a strategic partner without overextending yourself or your team.

In this episode, you'll learn:
How to calculate your Minimum Aligned Price & set a sustainable pricing floor
How to recognize scope creep & confidently charge for extra work
How AI can free up time for deeper analysis & advisory conversations
To learn more about Linda and her company, SumSolutions, click here.

Connect with her on LinkedIn.
Buy her book, The Money Conversation at this link.
Time Stamps

01:06 – Linda's journey from corporate to building a remote accounting firm
04:25 – Why lack of structure leads to burnout
09:49 – Calculating your Minimum Aligned Price
15:07 – Assigning clients to specific days to improve focus
18:49 – Structuring annual packages & dividing by 12
20:22 – What scope creep looks like in real life
23:54 – Turning extra requests into paid projects
29:45 – Using AI to elevate your advisory role
35:37 – Linda's pricing reset session & upcoming book, The Money Conversation

This episode is brought to you by our great friends at BILL!
They're hosting Bookkeeper Appreciation Week from March 30th to April 3rd—dedicated to recognizing the real work you do and giving you tools you can actually use to free up time for more strategic work.
Get ready for 5 days of practical resources delivered straight to your inbox, plus live, CPE-eligible webinars!
Register now at bill.com/successfulbookkeeper!

Don't miss it!

"We always say 'Motivation is like a shower. You should visit it daily.' You have to keep yourself motivated every day. How do I get myself motivated and sold back on myself so that I can be the best version of how I want to show up for my clients?"
–Julee Gracey

In this episode, sales and marketing coach, speaker, and author of Highly Confident, Julee Gracey explains why confidence is the foundation of pricing, pitching, and growing a bookkeeping business. She shares practical strategies to help you strengthen your internal dialogue, communicate your value clearly, and attract higher-quality clients who are willing to pay for your expertise.

In this episode, you'll learn:
How to stop underpricing & stand firm behind your fees
Why you must get sold on yourself before you try to sell your services
How to identify your ideal clients & speak directly to their needs
To learn more about Julee, click here.

Follow Julee on Instagram.

Get a copy of Highly Confident.

Time Stamps

00:55 – Introduction to Julee & her background in sales
06:17 – Why confidence is required before you can sell
10:41 – Rewiring negative self-talk & managing imposter syndrome
14:01 – The difference between selling & closing
16:05 – Why you should stop handing out business cards
20:11 – Understanding the three types of clients
27:01 – How to overcome fear of networking events
33:21 – Shifting from price focus to return on investment
36:26 – A real example of raising prices & holding firm
40:29 – Overview of Julee's book Highly Confident
This episode is brought to you by our great friends at BILL!
They're hosting Bookkeeper Appreciation Week from March 30th to April 3rd—dedicated to recognizing the real work you do and giving you tools you can actually use to free up time for more strategic work.
Get ready for 5 days of practical resources delivered straight to your inbox, plus live, CPE-eligible webinars!
Register now at bill.com/successfulbookkeeper!
Don't miss it!