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Chief Change Officer
#271 Erin Diehl: Talk Show Dreams, Improv Realities — Part One
00:21:45
Erin Diehl built a business around making it up as you go—literally. As founder of Improve It, she uses improv comedy to teach teams how to grow, collaborate, and not totally lose it under pressure. She’s also a top podcast host and a proud “failfluencer,” proving that flops can be funny and fruitful. Tune in as we unpack her journey from childhood dreams to adult punchlines—with plenty of real lessons in between.
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- [00:02]
Erin Diehl
If you've been having your McDonald's sausage.
- [00:04]
Vince Chen
McMuffin with an iced coffee from somewhere.
- [00:07]
Erin Diehl
Else, now is a great time to reconsider. In the Pacific Northwest, it's never too cold for an iced coffee. In the morning, grab yourself a medium caramel, French vanilla or classic iced coffee for just $2.29. Beverage may cause craving for McMuffin or hash browns. Prices and participation may vary. Cannot be combined with any other offer or combo meal.
- [00:31]
OnDeck
Building a business may feel like a big jump, but on deck small business loans can help keep you afloat. With lines of credit up to $100,000 and term loans up to $250,000, OnDeck lets you choose the loan that's right for your business. As a top rated online small business lender, Ondeck's team of loan advisors can help you find the right business loan to fit your needs. Visit ondeck.com for more information. Depending on certain loan attributes, your business loan may be issued by Ondeck or Celtibank. Ondeck does not lend in North Dakota. All loans and amounts subject to lender appro.
- [01:02]
Ramp
This podcast is sponsored by Ramp. Look, there's feelings and then there's the facts. If you're feeling like your finance team is bogged down in mundane manual tasks, the fact is you need ramp. RAMP is the corporate card that makes the expense process fast and easy. The moment your team makes a purchase, Ramp handles everything receipt, collection and approvals, the works. With Ramp, you can cut your month end close from five days to one, customize approval workflows and get complete control over every transaction facts. Over 25,000 businesses trust Ramp, including Shopify and the Boys and Girls Club of America, which is why they were just named number one in spend management by G2 Facts. Start using ramp and you'll have more time to spend scaling your business and that'll feel really good. Upgrade to Ramp for free today and get $250@ramp.com that's ramp.com ramp.com cards issued by Sutton bank members. FDIC terms and conditions apply.
- [02:14]
Vince Chen
Hi everyone. Welcome to our show. Chief Change Officer, I'm Vince Chen, your ambitious human host. I'll show is a modernist community for change progressives in organizational and human transformation from around the world. Today's guest is Aaron Diehl, founder and CEO of Improve It, a company that uses improv to help teams grow and thrive. Like me, she's also a top podcast host. From a young age, Erin dreamed of becoming a talk show host. Why did she choose that path and how did her Journey lead her to combine improv and business. I told Aaron, you are in the business of joy, but beyond joy. We also talked about failure. Aaron calls herself a fail flu lancer, a blend of failure and influence. This two part series dives into her unique approach to joy, failure, growth and learning. No more waiting, let's get started. Welcome Erend. Good morning to you. Where are you exactly?
- [04:14]
Erin Diehl
Yes, I am in Charleston, South Carolina. It's morning for me, it's evening for you. So I'm having some coffee and just enjoying the start of the day. When I was born, my mom said I came out of the womb dancing and saying, hello world, I'm here. So that was my first, that was my first foray on earth. And then as I grew up, I fell in love with the stage. I was a dancer, I was an actress, I sang, but not well. And I decided early on I wanted to be a talk show host. That was my goal. Thence. And so I went to Clemson University and graduated with a degree in communications. And this was the early 2000s, so there wasn't a ton of Internet coaching or there wasn't a ton of opportunity for me to learn how to be a talk show host. So I said where should I go? Naturally, the home of Oprah Winfrey, my dream talk show host. So I moved to Chicago, started taking improv classes and really fell in love with it as an art form. And over the years I did book some hosting things, but I kept coming back to improv. And finally in my late 20s, I decided to start stopped traveling. I was doing a ton of traveling at the time. Take a 9 to 5 job at a recruiting firm, which I had never done recruiting. And the job that I took was actually business development, so it was sales. And So I worked 9 to 5 and then 6 to 10 every night I took classes at the Second City or Improv Olympic or the Annoyance, which are huge theaters in the US and in Chicago. And I just saw everything I was doing, doing on stage really spill over into my work life. I was becoming a better listener, I was more empathetic, I was thinking more quickly on my feet. And I knew that there was a connection between improv and the professional world. So at the time, one of my clients at this recruiting farm was United Airlines. I asked my boss if I could pilot, pun intended, a workshop to United using improv. And of course they said yes. And the first couple of ones I did were for free. And then United said, we're going to pay you. And so my very first client was United Airlines. As time progressed, I knew that this was my calling. I knew I wanted it to be bigger than just me. So I left my full time job and started Improve it in 2014. Improve it is an improv infused talent development company for the new generation of work. We use improv to teach people how to lead teams, how to be the highest versions of themselves, but it's ultimately all through play. And we've been in business 10 years and here we are.
- [07:00]
Vince Chen
You mentioned as a teenager you were determined to become a talk show host. I find that intriguing, honestly. Most people in the teens or even in college don't really know what they want to do, let alone something as specific as hosting a talk show. I mean, when I tell people I set my sights on getting into business school and earning an MBA at age 15, they often say, seriously, at 15, it seems so young to have such a focused goal. But back to you, why talk show host? I imagine some of my dream of being a news anchor or getting into show business. But for you, what was it about talk show hosting that drew you in? Especially back then, before podcasts even existed? What was the story behind that ambition?
- [08:17]
Erin Diehl
Yeah. Oh, you're so right. We didn't have podcasts. There wasn't Instagram, there wasn't even Facebook at the time. Truly, when I went to college, Facebook did not exist until I graduated. So here's what I can tell you. I just remember when I was 13 years old, I was homesick from school. I don't know if you remember back in the early 90s or late 90s, there was a catalog called Delia's and it had all these like, girly pajamas. I had on like the rattiest pair of Delia's pajamas. I was sitting in my family's living room on this, like old 90s floral couch and I was sick, I was homesick. And the Oprah Winfrey show came on. And I just remember watching it and watching how she made the people in the audience feel. And watching Oprah just be such a compassionate, empathetic, kind human to her guests and also really care about humanity. And so I sat up, sick as I was, and I said to my mom, I'm going to do that, mom. I'm going to be a talk show host like Oprah. And I know that I have something to talk about, but what happened was in my early 20s, and even going through my 20s, I didn't have really enough life experience to have a platform to talk about anything. I feel like I do. I didn't have the life experience that I do now. Let me just say that not that I don't want to discount myself, but I feel like I needed more life experience to be able to have a voice and know my voice and own my voice. And I just equate talk show hosting to almost like being a florist. When you get flowers, you're almost always happy. And I thought about becoming a talk show host so I could bring joy to other people's lives. Whether it was through television, whether it was through an audio platform like podcasting, it was always my goal to use my voice for good and to make people feel really good in my presence. And so that was the goal. I had no clue it was going to be improv as the change catalyst. I had no idea it was going to be improv as the teaching tool, but I just knew I wanted to help people and bring joy.
- [10:30]
Vince Chen
So you essentially in the business of joy. That's it. The short form. Not keynote speaker, not founder or CEO. If someone asks you for your elevated pitch, this should be the first sentence out of your mouth. Hey, I'm in the business of joy.
- [10:54]
Erin Diehl
Thank you, Vince. Yes.
- [10:56]
Vince Chen
Let's say we are at a party. I introduce myself to you. Hey, I'm Vince. You reply, I'm Aaron, nice to meet you. Then I ask, what business are you in? And you hit me with, oh, I'm in the business of joy. Instant curiosity triggered. Naturally, I would say, oh, tell me more about that. It's such a great icebreaker.
- [11:24]
Erin Diehl
I love it. Okay, noted. It was heard here first. I will every time.
- [11:30]
Vince Chen
So no problem quoting that. I'm in the business of geroid. And hey, I got it on record. Now, I promise I won't charge you for copyright yet. But seriously, something else fascinating from your history is your first client, you mentioned you tried things out with United Airlines and eventually they pay you and everything took off from there. So what was that initial experiment with United? Like what exactly did did you do? I mean, today your business, business improv is this successful franchise. But let's rewind to the beginning. What was iPhone 1.0 version of your business? What did it look like back then?
- [12:28]
OnDeck
Building a business may feel like a big jump, but on deck, small business loans can help keep you afloat with lines of credit up to $100,000 and term loans up to $250,000 lets you choose the loan that's right for your business. As a top rated online small business lender, Ondeck's team of loan advisors can help you find the right business loan to fit your needs. Visit ondeck.com for more information. Depending on certain loan attributes, your business loan may be issued by Ondeck or Celtibank. Ondeck does not lend in North Dakota. All loans and amounts subject to lender approval.
- [12:59]
Ramp
This podcast is sponsored by Ramp. Look, there's Feelings and then there's the Facts if you're feeling like your finance team is bogged down in mundane manual tasks, the fact is you need ramp. RAMP is the corporate card that makes the expense process fast and easy the moment your team makes a purchase. Ramp handles everything receipt, collection and approvals, the works. With Ramp, you can cut your month end close from five days to one, customize approval workflows, and get complete control over every transaction. Facts Over 25,000 businesses trust Ramp, including Shopify and the Boys and Girls Club of America, which is why they were just named number one in spend management by G2 Factor Facts. Start using ramp and you'll have more time to spend scaling your business and that'll feel really good. Upgrade to Ramp for free today and get $250 at ramp.com that's ramp.com r a m p.com cards issued by Sutton bank members. FDIC terms and conditions apply.
- [13:59]
Erin Diehl
Yeah, such a good question. To be honest with you, I don't remember. I think it was. I think it was something about team building and building trust, but it was my very we barely had a. I didn't even have a logo. I just put slides together on a random slide deck and I said okay, what do you want me to teach on? And I put together just a very small one hour presentation using improv as the teaching tool and I actually found video of myself doing this on my computer. I need to post that video because it's clearly from like 2013. I had no clue what I was doing, but all I can see in that picture coming back to your word joy is joy. I just felt so joyful doing it and teaching and I knew every time I got in front of a group of people that I was there to serve them. And I have to tell you, when it's when I am in front of a room of people, something comes over me. It's not necessarily me. I feel like I am talking through just this greater good and I'm here to help the greater collective find joy in their day to day. So for me I watched that video back and it's not necessarily what I said, it's how I felt in that moment and that energy that was in that room and just the Feeling of watching somebody else trust themselves enough to gently guide themselves out of their comfort zone and being the teacher to help them do that was incredible. And so it was a high and I kept chasing that high and wanting to do more. So here's just blanket how we work. When a client comes to us, we will get really specific on what are you hoping to achieve, what are your objectives and then what challenges are you having. Over time we've developed 10 different workshops that can host up to 100 people. And each workshop has a pre work component with a video that shows them how not to do the skill that we're going to train them on. So there's comedy there, it's about a two to three minute video. And then it guides the participant. These are for the participants to survey. And in that survey we ask them their challenges and objectives. And so we take what the client says and what the participants say, we marry it together and we bring it to this in person or virtual training. And so let's just use effective communication as an example. This is one of our most popular workshops. So every workshop has an overarching thesis statement to it. And then we break down that thesis statement into chunks, most of the time three to four chunks. And in those chunks we do one to two improv based activities. So the thesis statement for effective communication is what you say. And what you don't say affects how others listen and respond. So that first piece we're doing two activities about what you say, your tone, your verbal tone, your written tone. We're doing two activities, they're high energy, you're standing on your feet, you're interacting with those around you. And after each activity there's a debrief. And in that debrief is what we call the method to our madness. That's where the magic happens, where we take what we just did, we put it into context into your day to day and help you think differently about how you're communicating, how you're using tone. And then we do a separate activity at the end of every two, which is we ask them to take what we've just talked about as the larger group and put it into context in their role because we really want them to get specific and bringing it back to their organization. So then we go to the next piece which is what you don't say, which is all about non verbal two activities with a debrief and a partner activity at the end we do affects how others listen. So two activities about active listening and then a debrief and then the Partner activity. And finally, how all of this affects people, the way people respond. We do two activities there and then we wrap up everything with a key takeaway, which I will tell you, Ben's One thing that sets us apart is that we have successfully coerced over 40,000 people to chicken dance. So in our workshops, whenever you hear the word improv, we chicken dance. And at the end when we do our key takeaways, we crown an improv chicken champion. This is somebody who has gotten out of their comfort zone, given their all, and we have witnessed just being above and beyond the most enthusiastic person in the room. We celebrate that person, we do the key takeaways, and then we round with something we call the circle of yes, which is just this really high vibe positive moment where we give each other praise and then we give love to that chicken champion and we end the session. And then after every workshop, we have an elearning course built in conjunction with each workshop that then takes what we've done in the session and continue to learning for Monday, Wednesday, Friday, for the next three weeks. And the lessons get sent to them via email. So it's really robust. We are our professional development. First and foremost, improv is the teaching tool. But we have 10 of those experiences, not to mention our keynotes, book clubs, all of that. So we really developed a lot of material over the past 10 years and we're actually getting ready to come up with some fresh new ideas in 2025 that I'm super excited about the everything that was built on client ask. And so we created it with the client's challenges in mind and just kept listening and building to get us to this point. Point.
- [19:37]
Vince Chen
What are your key performance indicators? How do you measure success in your business? And just as importantly, how do you identify areas for improvement?
- [19:53]
Erin Diehl
Yeah, such a good question. So we tell clients at the get go, we don't measure your roi, we measure your roof, your return on objective. So that's why we're getting super specific with clients in that upcoming call. We have a consult call prior to every engagement where we make sure we nail down their challenges and objectives and pair those with the participants. So, and the way we work with clients is threefold. We have something. The first one is just a one and done workshop. We call it a culture jumpstart. So you might use this for a team off site in 2025 and then not hire us again until 2027. That's a culture jumpstart. So in that one training session, we're not going to be able to change the course of your culture. But we're going to be able to be a conversation starter. And then the second way is something that we call a culture shift. So that is three workshops over the course of one year where we are guiding participants, building off of what we learned in the last session and continuing the conversation, and that we're able to measure some behavioral change over time. We're actually to see the results because we're still working together. The third way is called culture change. And I know you love this word, culture change. So that's six engagements over the course of two years. And that is we allow people to see that culture change over time. We're actually able to get in there, integrate what we've done with their core values. For example, American Marketing association was a client of ours in the very beginning, and we worked with them what we call culture change. And over time, they actually integrated one of our core values, which was yes and into their core values. And it was prominent every single place in their office, in their meeting rooms. And it was a core tenet of how they operate. So that's really, over time, how we can build and change cultures, have the conversation shift to more meaningful behavioral changes. With the culture jumpstart, it is a conversation starter. But that return on objective is measured not only from the participants with a survey at the end, but also from the client participant or the client who we've worked with, I should say, and we talk with them after to make sure that we hit the objectives, it was what they were looking for, and talk about ways that we could improve it, pun intended, which is our name in the future. So soft skills are much more hard to measure. But ultimately what you are getting is higher collaboration, less frequent problem solving because people are coming up with solutions versus problems. You get more people interacting and cross collaborating with each other. And it overall creates this sense of positivity, which is psychological safety at its core. So that's what we're aiming to do, is to bring this positive experience experience to your organization. How you take it and run with it is left to you if we don't work together over a series of time.
- [22:54]
Vince Chen
I understand one of your key workshops focuses on failure and you even coined the term fellow fluellencers, a blend of failure and influencers. I love to dive into this topic, but from a personal perspective, could you share your own experiences with failure? Not so much the workshops you facilitate or the lessons you teach, but your personal journey, how you've dealt with, navigated and grown from failure over time. If you like, feel free to share specific stories and give us an overview of your journey with failure. Either way works.
- [23:48]
Erin Diehl
Yeah, so this is actually a keynote that I do called F words at work. And there's no swearing. Vince. Okay, there's no swearing. Spoiler alert. The F words are all about failure plus the frequency of failure equals the fundamentals of success. Success. And truly, the reason I even created this is because I was living a crash course myself in failure.
- [24:14]
Vince Chen
Tomorrow in Part two, Erin will continue her story of failure and she comes up with a magical way of navigating and rising above the failure experience. She called this method Move On. Come back tomorrow and learn how to move on. Thank you so much for joining us today. If you like what you heard, don't forget, subscribe to our show, Leave us top rated reviews. Check out our website and follow me on social media. I'm Vince Chen, your ambitious human host. Until next time, take care.
- [25:18]
OnDeck
Building a business may feel like a big jump, but on deck small business loans can help keep you afloat. With lines of credit up to $100,000 and term loans up $250,000, OnDeck lets you choose the loan that's right for your business. As a top rated online small business lender, OnDeck's team of loan advisors can help you find the right business loan to fit your needs. Visit ondeck.com for more information. Depending on certain loan attributes, your business loan may be issued by Ondeck or Celtic Bank. Ondeck does not lend in North Dakota. All loans and amount subject to lender approval.