In short
Episode topic: Building organizational health by improving leadership clarity and team culture through 90-day planning rhythms, accountability structures, and recurring leadership rituals.
Guest
Stacey Bailey, senior consultant at The Intention Collective and an executive coach. She works with small-to-medium businesses (service-based and beyond) on strategic planning, accountability, feedback, and crucial conversations.
Key claims
“Clear is kind; unclear is unkind,” framed as “lack of clarity is premeditated resentment.” Leaders should define expectations so teams know where they’re going. 90-day planning rhythms help autonomy, accountability, and “the sensation of progress,” which predicts job satisfaction.
Notable examples
working backward from a one-year goal into quarterly/next-90-day “next right things,” celebrating wins every 90 days, and resetting expectations to avoid “moving goalposts.” Resources: intentioncollective.co free organizational health checkup guide and strategy template; schedule a free consult.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOIntroduction of Stacey Bailey
0:45 to 1:36
Stacey Bailey shares her background and interests outside work.
“Visit podverified.com if you'd like to be featured as a future guest.”
Exploring Embroidery and Mindfulness
1:36 to 2:52
Stacey discusses her new hobby of embroidery and its meditative qualities.
“This winter, I have decided to try my hand at embroidery.”
Podcast Recommendations
2:52 to 4:04
Stacey shares her favorite podcasts and why she enjoys them.
“So, you know, embroidery, do you find that it's something that you can do while you're listening or watching something?”
Introduction to Intention Collective
4:04 to 5:27
Stacey explains the mission of Intention Collective and its impact on leadership.
“I was just re re listened to if I'm not mistaken.”
The Importance of Clarity in Leadership
5:27 to 8:00
Discussing Brene Brown's quote on clarity and its importance in organizations.
“you just said, would you say clarity is kind and lack of clarity is unkind?”
Implementing 90-Day Planning Rhythms
8:00 to 10:32
Stacey emphasizes the necessity of 90-day planning for organizational clarity and momentum.
“And we find that these 90-day rhythms really help achieve that.”
Coaching and Strategic Planning
10:32 to 11:56
How Intention Collective helps leaders implement effective leadership practices.
“Because usually what we see is that the founders, the people in that visionary seat, they've got so many big ideas.”
Resources and Guides from Intention Collective
11:56 to 13:14
Stacey shares available resources and guides for listeners to improve organizational health.
“but in healthy organizations and cultures so that the founders also can take a break and get some rest.”
Resources and Guides from Intention Collective
14:05 to 14:37
Stacey shares available resources and guides for listeners to improve organizational health.
“with your Podverified score, along with free podcast guest training and a free media kit builder.”
Transcript
Automatic transcript. May contain errors.0:03Welcome to the Thoughtful Entrepreneur. If you're committed to growing your business by serving audiences with generosity and real expertise, you're in the right place. This is a daily 15-minute show featuring leaders who believe real impact comes from generosity, not hype, which means as a listener, you're going to get the good stuff. In fact, we created podverified.com to give thoughtful leaders like you free tools to show up better on podcast stages like this one. That includes your free podverified score, free podverified guest training, a free media kit builder, and so much more. It's the first ecosystem of its kind built by podcasters who genuinely want to help guests thrive and grow in podcasting.
0:46Visit podverified.com if you'd like to be featured as a future guest. I'm Josh Elledge. Let's get into it. With us right now, it's Stacey Bailey. Stacey, you are a senior consultant with the Intention Collective. You're also an executive coach. Your website, intentioncollective.co. Really looking forward to our conversation. Stacey, it's great to have you. Thanks, Josh. Nice to see you. Yes. So before we kind of talk about your superpowers and the work you do as an executive coach and consultant, I always love hearing what, you know, passionate leaders are into when they're not at work. And so what have you been geeking out on lately or what have you been into lately?
1:36This winter, I have decided to try my hand at embroidery. I bought a kit. I've got a whole little set that I'm trying to see if I can winter and go slow and try something new and test that frustration tolerance. Tell me about what do you mean by frustration? I want to talk about embroidery because I know it's rather meditative. It's not that difficult, but it is one that you just, you know, it's it's you spend some time doing. Yes. Well, you know, so for me, the frustration tolerance is like trying to do something that I've not done before, that I may not be great at out of the gate. There are progressively more difficult, you know, stitch patterns and things.
2:17So I'm working through that. And then realizing like once you've done something and it doesn't look great, like being like, I'm just going to tear it out and try again and try and get it, get it right. but just trying my hand at something different that's totally different than what I normally do which is more sort of outgoing and extroverted usually. So what has been your experience so far? So far it's been very meditative. It is very gratifying when you get it just right and then you look back at the other ones you did and you're like those are terrible. Scratching those, try again. So I've enjoyed it so far.
2:52What's the difference between a terrible embroidery and a good one well so like there I didn't realize this and I'm still only on the easiest pattern but there are different stitch patterns that are like flowers and you have to get the sort of like looping intersections just right otherwise it kind of like will collapse on itself and so then you like once you do it well you realize how bad the two you did before were and so I've just been enjoying like, you know, trying and failing and trying again. Wow. I like that. So, you know, embroidery, do you find that it's something that you can do while you're listening or watching something?
3:29Yes. That's been the best part. I got some new headphones for Christmas. I'm like listening to my podcasts that are maybe not kids safe and, uh, you know, listening to the comedians that I love talk and doing some embroidery while I do that. Any podcast that you care to share? oh um i'm obsessed with amy puller's uh good hang good hang yeah yeah she's so awesome you know i just want to be amy puller when i grow up and and then um smartless is the other one oh my gosh yes yes comedians banter is my favorite yeah if there was gosh the the i think the funniest I was just re re listened to if I'm not mistaken.
4:12Um, it's the one where they had Stephen Colbert and Conan O 'Brien a long time ago. I don't know if you remember those episodes, but they are kind of a, it's almost like a two parter where you have to listen to each of them in order because they had just this hilarious thing that they did with each other. Anyway, just really terrific. Yeah. I love smart list. Love smart list. Well, Stacy, let's talk about the intention collective. Tell me what you do. Great. At Intention Collective, we believe that building healthy leaders and healthy leadership teams is what's going to make a big impact in our communities.
4:44And so we work with small, medium-sized businesses to really develop a healthy, thriving culture and leadership team. And that starts with clear strategic planning and accountability structures and 90-day strategies. So it's been really fun. I come from an agency background, so we tend to work with a lot of service-based businesses, but it's really for the whole spectrum. But we believe in clear as kind and unclear as unkind and really getting leaders to get clear on what they want, what their expectations are of each other and of their teams so that they can move forward from there. Well, tell me more.
5:27you just said, would you say clarity is kind and lack of clarity is unkind? Say that again, and then please tell us more about that. It's a Brene Brown quote. We do a lot of work with Brene Brown's work, but it's clear is kind and unclear is unkind. And a former colleague said this and we just think that it's so great. She said, lack of clarity is just premeditated resentment. When you, what we find often is that leaders think that they're being clear. Entrepreneurs are usually so idea driven and vision driven, and they think that they're being clear, but usually they're clear as mud, right? Their teams don't really know what they want.
6:17Their teams don't really know what's expected of them. So a lot of the work that we do is helping leaders get clear on what's going to be best for the business, for themselves, and for their teams. All right. Well, I'm hoping you can give us like a little mini TED Talk on how we could start taking action in that direction today. I believe I can. So we are all in on doing 90-day planning rhythms. terms, meaning that people's attention span for what they need to deliver at work tends to be about 80 days before they lose the thread. What were we going for? What are we trying to do this year? So we really believe in these 90-day planning rhythms where you can have a one-year goal target, what you're trying to accomplish in that year in your business, and then work back over each quarter so that you've got what are the next right things to do for the next 90 days.
7:14Having clarity there gives everybody the opportunity to go be autonomous, to accomplish what they need to do towards your business's goals, and then come back together every 90 days and say what went well, what didn't go so hot, what do we got to do next, which breeds momentum, which breeds accountability, and which breeds clarity so that they've got that intrinsic motivation. And what we know about satisfaction at work, like based on research, is that the greatest predictor of satisfaction at work is the sensation of progress. When people feel like they're making progress, they feel like the business is moving forward, their satisfaction dramatically goes up.
8:00And we find that these 90-day rhythms really help achieve that. I want to advocate for my fellow founders right now, because I know, Stacey, that this is something that I have really struggled with. I know a lot of other founders struggle with this as well, is that I'm sure you're familiar with the concept of, you know, constantly moving the goalposts, right? I am so guilty of this because, you know, when you're in leadership, you know, especially if you're a founder, there's an endless amount of things that need to be done. And one thing that I'm having to remind myself of, and I'm sure that this has application for our teams as well, is truly celebrating our wins.
8:42And, you know, one thing that I know that I need to start, that I'm looking forward to doing a little bit more of is when I'm looking at something that needs to get done in advance, I say, what does done look like? And what does a win with this look like? so that when I get there, I don't go, okay, good. Yeah, that was just my job. Now I got all these other things to do, right? And so what I've been thinking about or kind of really pondering and realizing is that if you don't figure that cycle out, and again, I'm sure that this is completely applicable to our teams as well, it never ends. You will never get satisfied.
9:24And I've talked with fellow founders and leaders who supposedly get to this holy land of success and they're still not satisfied because they didn't break this cycle. All right, Stacey, help me out. Yes, so you're so right. When we move the goalposts, we never achieve anything, right? Everything was like, well, that's good and well and done, but what's next? The great thing about creating these rituals that happen on a consistent and recurring basis is that you can say, okay, this is where we're trying to go in three years. Let's work back to what we've got to do in the next year to get closer to that, to get a, you know, 30 % of the way there.
10:04And then what do we got to do over the next 90 days? And then we celebrate every 90 days, the things that we achieved, we hold ourselves accountable to the things we didn't achieve that we said we were going to do. And then we reset our expectations for the next 90 days. It's these rituals and patterns that happen and are predictable that help give us that satisfaction, that sensation of progress so that we are actually working our way to those goals. And then we can reset what's happening every three years or whatever to the point of moving gold posts. Because usually what we see is that the founders, the people in that visionary seat, they've got so many big ideas.
10:42They're like out in the far off distance. And the rest of the team is going like, well, wait, what do we have to do? What do we have to do to get there? Where are we going? Right? So we have to create those boundaries so that the founders are focused on the vision and the future, and the team has all of the clarity they need to go make it happen. Well, Stacey, how do you do that work? Your website is intentioncollective.co. Yes. So we work with founders and teams on executive coaching where we can level up leaders to have clear accountability structures, to be better at feedback, to have those crucial conversations.
11:22And we also work with leadership teams doing strategic planning. So that looks like we use a toolkit called System and Soul. And it is all of those rituals and rhythms and recurring patterns that we teach you how to implement. and then we help guide you along the way. And we are part of that journey with you over two years. So we find it to be a really effective way of teaching good habits and behaviors that help create thriving leadership teams and healthy cultures that are growing in whatever way they wanna grow, right? Not just headcount, not just revenue, but in healthy organizations and cultures so that the founders also can take a break and get some rest.
12:05Hmm. So to our friend that's been listening, I know on your website, you've got some free guides. These look kind of interesting here. Do you mind sharing maybe to our friend that's listening how they might connect with you, what resources you offer, where do they go from here? And also to, you know, just anything else that, you know, even if they have to wait before they get, you know, they get to chat with you or whatever, what you might recommend they do in the meantime. Absolutely. So on our website, intentioncollective.co, there are several free guides around organizational health checkup, which is like an interactive guide they can use, a template to try to self-implement a killer strategy.
12:50it will get you at least part of the way and you can get a sense for what that is like. Certainly you can connect with us on LinkedIn. I'm Stacey Bailey on LinkedIn and through the website where we can schedule a free consult, a call at any time that works best for you. All right, intentioncollective.co, Stacey Bailey. Again, you are a senior consultant and it is wonderful to have had you. Stacey, thank you so much for the conversation. Thanks, Josh.
13:28Thanks for listening to The Thoughtful Entrepreneur. If your goal is to grow your business, increase revenue and build authority without gimmicks, this show is designed for you. Each episode gives you practical insight from leaders who have turned trust and credibility into real business results. If you value short, thoughtful conversations that respect your time, make sure you're subscribed. We publish daily 15-minute episodes focused on growth that actually compounds. And if you're interested in being a guest or you want to turn podcast appearances into measurable business growth, visit podverified.com.
14:04You can start for free with your Podverified score, along with free podcast guest training and a free media kit builder. These tools are built to help you get booked on better shows, deliver stronger interviews, and convert audience trust into revenue. No more desperate sales. You truly can enjoy all the business you like by generously sharing your wisdom. Everything we offer is built by podcasters for guests with a focus on trust, organic growth, and long-term business success. Thanks again for spending your time with us. I'll see you next time.
From the publisher
In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Stacey Bailey, Senior Consultant at The Intention Collective, to explore the foundational elements of high-performing organizational culture. Stacey, an expert executive coach, shared how small to medium-sized businesses can move past the friction of "moving goalposts" to establish sustainable growth through clear strategic planning. Their conversation provides a masterclass for founders and executives on how to bridge the gap between visionary thinking and daily execution by fostering deep clarity and robust accountability rituals.
Cultivating Operational Excellence Through Clarity and 90-Day Rhythms
For many entrepreneurs, the greatest barrier to scaling is not a lack of vision, but a lack of consistent operational rhythm. Stacey explains that clarity is the cornerstone of a healthy leadership team; without it, ambiguity breeds resentment and stalls momentum. When leaders fail to be explicit about expectations, they inadvertently create "unkind" environments where team members feel set up for failure. By adopting a "clear is kind" philosophy, organizations can eliminate the hidden friction that slows down decision-making and project delivery, allowing the team to move in unison toward a shared objective.
A central framework discussed in the episode is the implementation of 90-day planning rhythms. Human attention spans and motivation levels naturally fluctuate, often waning after approximately three months. By breaking down annual visions into quarterly sprints, leaders can maintain high levels of engagement while remaining agile enough to pivot based on real-world data. This structure prevents the common visionary trap of constantly shifting priorities mid-stream, which often leads to team burnout. Instead, a defined 90-day finish line provides the team with a predictable cadence of "doing" and "reflecting," ensuring that progress is documented and celebrated before the next set of goals is established.
Ultimately, building a resilient leadership team requires a commitment to "frustration tolerance" and a growth mindset. Stacey uses the metaphor of learning a new craft to describe the leadership journey—it requires patience, a willingness to make visible mistakes, and the discipline to stick with a process until it yields results. Accountability in this context isn't about micromanagement; it is about creating a "system and soul" toolkit where feedback loops and weekly check-ins become the lifeblood of the culture. When leaders model vulnerability and invite honest critique, they build the psychological safety necessary for their teams to innovate and take the calculated risks required for long-term market leadership.
About Stacey Bailey: Stacey Bailey is a Senior Consultant and executive coach at The Intention Collective. With a background in helping diverse organizations navigate growth and change, she specializes in helping leadership teams align their internal culture with their external strategic goals. She is a proponent of using structured rhythms to drive both professional excellence and personal fulfillment.
About The Intention Collective: The Intention Collective is a consultancy dedicated to helping small and medium-sized businesses build healthy, high-performing cultures. By combining strategic planning with leadership development, they provide organizations with the tools to create clarity, implement accountability, and drive sustainable growth. Their "System and Soul" approach ensures that both the tactical and human elements of a business are optimized for success.
Links Mentioned in This Episode:
Key Episode Highlights
- Frustration Tolerance in Leadership: Why embracing the "messy middle" of learning new skills builds the resilience needed to lead through uncertainty.
- The Clarity Mandate: Implementing Brené Brown’s "Clear is Kind" principle to eliminate team resentment and improve execution.
- 90-Day Sprint Rhythms: How to align organizational goals with natural human attention spans to maintain year-round momentum.
- Defining "Done": Strategies for founders to stop moving the goalposts and start celebrating measurable milestones with their teams.
- System and Soul Toolkit: Creating feedback rituals that move accountability from a chore to a core cultural value.
Conclusion
The conversation with Stacey Bailey highlights that organizational health is a continuous practice, not a destination. By committing to clear communication and structured planning cycles, leaders can transform their teams from a group of individuals into a cohesive, high-impact leadership unit.
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