Everything Counts

Episode 2: Sam

Kristin Season 1 Episode 2

Leadership doesn't have to be loud.

In this episode of Everything Counts (but nothing is real), host Kristin interviews Sam (she/her), an operations leader with a rich background in nonprofit work. From aspiring musician to business student to AmeriCorps alum, Sam’s journey is a masterclass in resilience, curiosity, and quiet leadership.

We talk about the impact of service, what it means to lead from behind the scenes, and why leadership doesn’t have to be loud. The conversation dives into the invisible power of operations in fundraising, the art of team culture, and navigating work relationships with empathy and humor.

If you’ve ever wondered whether being “the support” is just as valuable as being “the lead,” this episode proves that quiet work doesn’t just count, it holds everything together.


Kristin:

Welcome to Everything Counts But Nothing Is Real, a podcast about careers, detours, and the absurdity of work. Here we explore the twists, the pivots, and the tiny choices that shape our work lives with humor, feminism, and honesty. I'm your host, Kristen. Let's get into it. Today's guest is someone who has been by my side for years. She came to me with a business degree in hand, a really positive attitude, and some experience doing national service through AmeriCorps and City Air. And I really have had a front row seat to her career. She has been truly my right hand for a long time. Anyway, Sam, she her is an associate director of engagement operations with eight years of experience in the nonprofit industry. She began her professional career as an AmeriCorps member focused on educational equity and has since held positions in frontline fundraising and fundraising operations. Her away from work passions include waxing poetic about the TV shows she's watching, trying new restaurants in her neighborhood, and spoiling her Scottish terrier with her partner. Welcome, Sam. Thanks for having me, Kristen. I'm so excited to be here. And actually, I have like 1,000 questions for you because we've been building together for a long time, but we never like sit down and like talk about all the things that shaped you, all the weird things that you've done to get here. You were just telling me how you worked in a library at a school. And I had a lot of questions about that. I'm excited because this is exactly why I want to do this podcast. Because it's actually really fun to dive into our paths. And we don't really do that. We just don't do that all the time as friends, as colleagues. Like when we're out in the world, we don't know what friends have done to get them to this point. Can you tell us a very short clips notes version of your path thus far?

Sam:

I thought for a long time that I was gonna be a musician. I I'm a trained singer and I went to college initially in music. And after the first year of that, I felt that that wasn't really a path that was super viable for me. And that sort of like changed my entire worldview. It changed like everything that I thought about where I was going. And at like 19, that's a lot to reckon with. So I kind of just like bounced around for a little while. I basically went to business school because my friends were in business school. But I found that I really liked it. I liked kind of the structure of the things I was working in the classes I was I was doing. And I, you know, I kind of just thought this isn't a bad thing to pursue. And it kind of like fits me and fits my personality. So I graduated business school with a management degree, a concentration in international business, and I was all set to go out into the corporate world and sort of take it by storm. But I thought maybe I'll just do one gap year after college and do a service year. My parents are teachers. My mom had an America Remember City Year in her class for one year while I was in high school. And it was such an impactful year for her. She was like, Well, if you're gonna do a service year, why don't you do it with city year? So I ended up signing up. I did a year with City Year, and that was again a huge like mind shift, and that changed the way that I looked at my future once again. So I ended up doing two years as an AmeriCorps member, and then an awesome mentor hired me. And I went into frontline fundraising, and I loved just working at a nonprofit and doing quote unquote good for the world and feeling good about what I did all day and sort of never looked back. I don't do frontline fundraising anymore. I do more the operations like back end, because that's really where I've I've found my passion, but that's where I am now. And I I love it.

Kristin:

I love that you love it. Was the concept of a service year like that was like a thing you knew about? Because that I did not know about that when I was that age.

Sam:

I can't remember exactly whether it was because of my mom's AmeriCorps member or if it was like sort of a thing that we talked about in business school. But yeah, it was it was sort of in my mind really strongly that I was just gonna do quote unquote good for a year. Like I wanted to like contribute to something. I'd never really had an opportunity to volunteer anywhere else. Like I'd never like even volunteered at a soup kitchen or something like that. I did some work with grandma used to run a foster care kids camp during the summer. What? That's sweet. So I like really loved the idea of service and like serving others. And I thought there's no other time in my life really that I can do that except right after college when I didn't have a career yet. So yeah, it was just like really ingrained in me that like this was the time and this was uh what I was gonna do.

Kristin:

Yeah, like go do service and then go be a business human and make millions of dollars. Exactly. That's what I thought. I love that. And I love that instead of millions of dollars, you're here. I'm you know, making, I'm contributing to millions somehow. Just not you are adjacent to millions of dollars.

Sam:

That is true. That's just not the way I thought Mickey would. You touch a million you touch millions of dollars. Yeah.

Kristin:

Okay. So, you know, sometimes things don't turn out exactly how we think they're going to, but it still kind of turns out. Okay. I like this framing. I want to talk about your parents because they they were both educators. And, you know, you just said you weren't planning to do this. But how did watching their careers shape you and help shape any choices that you made?

Sam:

Yeah, I mean, watching them, I will preface by saying that I, you know, I'm biased, obviously, but my mom and my stepdad are two of the best teachers that I know, two of the best educators that I know. You know, it's the type of thing where I like I would walk into the school and everybody would say, Oh my gosh, your mom is just the best. I would like meet students of of theirs and they would be like, oh my God, like your dad just changed my life, stuff like that. So I I would, I guess I would just watch them make an impact on people's lives. They also like really instilled in me the value of education and just like helping others. I don't know, sometimes you think of like service and you think of like a doctor or like, you know, like an activist, but like watching them be educators and like really like give their all to their students and also just like their school communities, that was like what was service to me, just like in service to others.

Kristin:

That's beautiful. Yeah, I like it. I want to talk about what being an AmeriCorps member at City or what did it teach you about resilience and leadership and anything that you're carrying now that you're not at that organization?

Sam:

It's interesting that you ask about leadership. I guess maybe I'll go into resilience first because that was definitely a position that required a lot of resilience. It was 50, 60 hour weeks. You know, sometimes you get to school at 6:30 and you don't leave till 6 p.m. It's kids that are not necessarily super open to the the mission of City Year, our near near-peer mentors, things like that. They're not like gung-ho and like signing up for this. You kind of have to really create a relationship with kids who maybe don't want to have a relationship with you. And for a People Pleaser, that's really hard. So it was definitely like a trial by fire for the first year and the second year too, in different ways. And it did build up a lot of resilience in me, which was something that I needed too at the time. I didn't realize how much I would change in those two years, but I really, really did. I really became like a mentally tougher person. And then leadership was kind of different because I think I don't know where I got this idea necessarily, but like somewhere along my educational career or my, you know, at different jobs, or maybe just like in the ether, I don't know. I got this idea that like I had to be a leader. Like I was like meant for it. I'm good at it, I will say. Like I'm I'm good at like taking charge of things. If there's a group project, I can be the one that like coordinates and things like that. So I always thought that I was gonna be a leader, that I wanted to be like a CEO or I wanted to be the team leader, the manager. But over the course of my two years at City Year, and then even sort of into like my first year as a professional working at City Year, that idea changed for me. And I guess it was kind of a combination of realizing that I didn't know where that idea came from and it wasn't necessarily felt like it was foisted on me and not something that wasn't intrinsically me. And also the realization that the world needs supporters as well as leaders. I don't know if that makes sense. And I just fit so much more into the role of a support than I and like I said, I I can do leadership if I'm called upon to, or if that is what is good for the group effort I'm working toward. The needs in the moment. But I feel like a part of my journey that's maybe not typical is that I strove for leadership and I actually realized that I I didn't want it. That's not who I am.

Kristin:

I think that's so fascinating because I am programmed just like I want to be in charge of everything. And I it also never occurred to me that you could just not, you could just work a job. And I love that. It's it takes a lot of pressure off. I think now is the perfect time. We're gonna have to talk about astrology and also birth order. So I imagine that you being an oldest child is partially why you thought you needed to be in charge. My oldest daughter specifically, yes.

Sam:

And then what is your astrology? I am a Libra. A Libra. Libra. I'm a super Libra too. Like I'm I'm definitely like all of the traits of a Libra is the things that I inhabit, which kind of makes sense. If you want to be a leader, like Libras can be leaders, but leaders can also be like that support system as well.

Kristin:

Yeah, I mean, Libras like are the perfect sign to like fill the role that's needed. And that diplomacy can really benefit you in a really visible leadership space or in a team dynamic. I love a Libra. Okay, thank you. That was a quick aside. So you were a core member at City Ear, and then you got hired to be on a fundraising team. You were a frontline fundraiser, and then we transitioned you to operations. Can you talk about that transition and like what it taught you about yourself?

Sam:

Well, first making that realization of leadership versus support and realizing my passion really was supporting a team was super impactful to making this transition to data. As for what that decision taught me about myself, a lot of things just really started to click once I made that decision. I liked supporting the team. I knew I was an introvert before, but I didn't realize how much forming as an extrovert as a frontline fundraiser was affecting me mentally. And it was just like such a relief to just really focus on supporting people that I knew. Don't get me wrong, I really loved being a frontline fundraiser too. Like I was good at that time. I was good at it, but it was, it was definitely not who I am. Yeah. So that decision really helped me realize that, oh, maybe if I play to my strengths, instead of just doing whatever the team required of me, maybe I actually can sustain myself better and also in turn do better for my team because the corporate partnerships position was the only position available on the fundraising team. So I I had an option to go into schools, which I would have loved as well, but I really, really wanted to do fundraising. I really wanted to just use my passion about City Year and the way that I could talk about it in a productive way. Um, and I also at still at the time kind of thought that I might transition away from nonprofits into the corporate world sooner rather than later. So it was an amazing fit, but also it was the only one open on the team. And I knew I wanted to work for you. I knew I wanted to work on the fundraising team. So that was an example of me just like placing myself into a role that like wasn't 100% right for me. I was good at it. I liked it. I enjoyed it so much, but like wasn't what I was passionate about. And this decision to step into the data role was an example of me choosing something that I was like 100% completely right for.

Kristin:

Yeah, that's really that is the everything counts spirit, right? But you saw an opening, it was a good fit, you jumped into it, knowing there was like a little faith there that like it would build to something. Yeah. And it did. And I also believe in like the best fundraisers are the people who have done the thing. And you had done the thing. You had been an American member and been on the front lines of that work. So it was a good seamless transition. What is one thing you wish more leaders understood about operations and the behind-the-scenes work?

Sam:

It's kind of cliche, but like to not take it for granted. Yeah. And I will say that as a Libra, I'm doing both sides here. I will say that, you know, not every operations person has the same philosophy as me, which is that I should be doing all the groundwork and all the work that I possibly can, so that my leadership only has to like take away whatever they need to take away from the data. I know that there are operations professionals that don't have that same philosophy. So maybe, you know, there's push and pull. I'm not going to speak for everyone. But for me personally, I feel like a perfect leader for me would be someone like my current boss who just appreciates all of the work that I do and knows how to ask the right questions to get what they need. Because my brain works so differently than somebody who's not enmeshed in data all the time. That knowing those like key keywords or at least knowing how to like get to what they actually need is super helpful.

Kristin:

I love that answer. It was a really good answer, like genuinely, and I want to take it seriously, but I also want to make a joke about how there's no way your boss, who is me, is asking the right questions all the time. Because I'm constantly like, hey, have you heard of this thing? I feel lost a lot. And I'm technologically, sometimes I struggle and I don't, I really don't know what I'm asking. But I think you have a really good skill around understanding something anticipating, but I don't like it as much as understanding the experience of others. It's not just about me, but it's about looking at the team, at the organization, and understanding what's needed and what's behind the question. Because I'm certainly not asking the right questions all the time. But I think you know that and therefore you adjust well.

Sam:

And it helps with that we have like a five, six year shorthand as well to report. Yeah.

Kristin:

We do speak the same language, except the whole tech thing.

Sam:

Yeah. I think another part of that though, too, is like you were saying, the best fundraisers have done the thing. Sometimes the best operations professionals for fundraisers have done the thing as well. Because I still really, it's been what, three ish years since I was a frontline fundraiser, and I still like pull on a lot of those experiences to like if for example, some one of my fundraisers asks me a question that doesn't make sense or like doesn't get to the right thing, I'm able to like have a lot of empathy for that because I can literally put myself in the position of that fundraiser and say, like, you're not enmeshed in this data all day. I get it. Like, I understand what you're not understanding. So having that perspective of like both sides is also helpful.

Kristin:

It is to like a fundraiser is definitely like just coming at it from such a different angle and does not always know data-wise what they're looking for. They know what they're looking for, but not how to ask for it. And you definitely do a good job bridging those two things.

Sam:

Thank you.

Kristin:

Okay. What's a small thing that even could even be like a little invisible that makes a big difference in a team culture?

Sam:

Definitely the ability to see each other as people. I guess empathy also is a like a big part of that. Wild. Right. Um, but even the team that we're currently on, the way that we can lean into warm-up questions when we do team meetings, the way that we, even the way that we are able to do a team meeting every single week and just have that touch point, even if there's not a lot to say. I know not every single one of our team members loves warm-up questions as much as me, but it is a part of our team culture. And it's something that like really does help to see, just to give a little window into our lives outside of work, especially in this remote culture that we have, which is great. I would not change it for the world, as you know. But especially when you are only seeing someone through literally just a picture in your computer, it's really, really helpful to see each other as people. It's a lot easier to forgive each other's faults or foibles or moments of humanness when you do understand that the person in your screen is a human.

Kristin:

I know this is gonna sound crazy, but that's the same answer I would have given. Wild um, because I like 20 minutes on a warm-up question, so not groundbreaking and like maybe not the best technical use of time, but man, just taking a substantial amount of time to just be people together, transformative. What's the hardest lesson about work or leadership that you have learned so far?

Sam:

Sometimes you're not gonna like the people that you work with. Sometimes you're not gonna personally like the people that you are leading or have to work with in some capacity. And for a people pleaser like me, and for someone who doesn't necessarily like see I'm not someone that sees people's faults up front, uh, which has been not to my benefit in some areas of personal life and also to my benefit sometimes. But it takes a lot for me to like not like someone, but I do believe people when they tell me who they are, and sometimes sometimes people are are crappy, and but you still have to work with them. You still have you're not in control of the situation, you're not in control of the people you work with or the people that you have to rely on for your job, and you still have to do it. There's no other option. Like you it no one's gonna come in and magically save you necessarily. There are things you can do to mitigate. Sometimes you just gotta grit your teeth and bear it.

Kristin:

This is one of my things that I struggle with. Are you telling me that everyone doesn't like me? And also I might not like them.

Sam:

Oh, I can't even get into somebody not liking me. I can barely focus on not liking someone.

Kristin:

Well, I also am like, hey, guess what? You're allowed to not like someone. I get really wrapped up in like, no, they're probably fine, but like I'm allowed to just like not, that's not the first stuff for me. Yeah. Yeah. It took me like 30 years to learn that, I think. 30 is pretty short. I feel good. I feel good about that for you. Um, it reminds me, my I had this really excellent boss. The first time I became a manager, she wanted me to hire an assistant. And I interviewed a couple candidates, and I was, I came to her and I was like, I am so scared because I have to spend so much time with this person. And what if I don't like them? She just looked me straight in the eye and said, I don't know, it's a 50-50 shot that you won't like them. And I was like, wait, what? Those odds are terrible. Oh no. But I'm proud to say I hired someone in that moment that I really liked. And I've done like a pretty darn good job, I have to say. You are a great example. A great track record, honestly. Okay, what's something wild that you've been asked to do? A donor, a boss, a colleague, just or or just something wild you've seen in the workplace.

Sam:

It's more just like a funny story, but in maybe end of 2020, it was like pretty pandemic-y, no one was out on the streets. We got a big donation of books to give out to from a corporate partner. From a corporate partner, which was it was honestly amazing. They were great books, um, not complaining or anything, but it was definitely in that moment where like people were trying to figure out how to help in any way possible. And some of the help was super helpful, and some of the help maybe was not as as helpful. Let's say, you know. Uh, but it was also that moment where just like you didn't want to say no to things because we didn't know what was coming next. So, long story short, I had to go to the office because I was I lived the closest at the time and receive this shipment of books. And I was, there was no one in the office building. And I had to like go in there alone and receive these books. It ended up being like 300 boxes of books. Were they on palette? They were on pallet. It was like a huge palette, forklifted. And I had to like and just it was almost comical, honestly, just the number of books that just came in. And I just at the end of it, I'm just sitting there looking at this stack of books, knowing that kids aren't even back in school yet, really. Yeah. I don't know how or when I'm ever going to be able to like hand a book to a child, let alone 300 boxes of books that all had to be sorted, by the way. But that was a problem for another day. And yeah, it was just, it was kind of crazy, just reckoning with the sheer number of books of donations that we had, but we gave away quite a few over the next couple of years, I would say. Yeah, we chucked away at it.

Kristin:

Next up, we're gonna do the lightning round. This is a list of questions that everyone gets, and you don't need to overthink it. Okay, deep breaths, lightning round, question one What was the very first job you ever had, and what did it teach you about work?

Sam:

The first job I ever had was being the preferred babysitter of my parents' friend group. But the first like W-2 job that I ever had was concessions at a movie theater in my college town.

Kristin:

What?

Sam:

And that taught me a lot about what real work was. I was 19, so I'd not had a like a high school job or anything. And anybody working in the service industry will tell you that that is a crazy time. It was just like I had to learn so many new skills. It sounds silly, but like working at cash register is a skill. Like quickly, like remembering an order and getting three popcorns and four sodas and six bags of gummies. That's the skill, like having that recall. I had to learn a lot about like being on my feet for hours and hours and hours and not getting any relief from that. I mean, there are worst things in the world, but like that was a new thing. Sometimes you have to do things like uh clothes at midnight, 1 a.m. in a quiet college town, and like that's kind of scary, but like you just have to do it because like you had you need this job. Yeah. That was quite quite an introduction to the workforce, I would say. Yeah.

Kristin:

I mean, I love popcorn, but I don't want to smell like it every day. No, it was crazy. So kudos to you. What's one thing you believed about careers when you were younger that you definitely don't believe now?

Sam:

You have have to work the same job for your entire life. And maybe that was because my parents were educators, and then, you know, my uh everybody I know, my biological dad, my grandparents, they all had the same job. Although I will say my grandpa is an interesting uh outlier to that. He has had many, many hats and excelled in all of them. But everybody else just sort of had the same career and just the same thing. And I I thought that you had to do that. You were just kind of like you picked and then you were stuck, and then you retired 40 years later. And you definitely don't have to do that. I find a lot of freedom in being released from that thought. Best or worst piece of advice you've ever gotten? The first thing that comes to mind is just like give an awesome interview. Like, how to like give an awesome interview was like one of the best pieces of advice because it got me the corporate partnerships job. And then what was the feedback you got on that interview? Um, it was the best interview that the HR person had ever given or ever like gotten. She really did say that. And I I mean, I worked my butt off on that interview. Like, I really like I studied for hours. I literally hours, I like thought about interview questions and thought about responses. And so I just practiced and practiced until I felt so confident and I killed it and I got the job. What is your career armor? So that's like something you reach for for comfort during work, an outfit, a snack. Well, right now, while I'm in a remote job, it's definitely just comfort. When things get hard and stressful, I just do whatever I need to do to get comfortable. I leave my desk, I take a walk, I cuddle my dog, I this is not not advice, but just what I do. I get in my pajamas. A very controversial stance. I know, I know. Obviously, you know, everybody has to do their own thing. But, you know, I get I get in comfy clothes, I have a snack, I make sure that my personal self is like so relaxed and chilled so that I'm ready to take on the day. Full relaxation. Comfort is my armor. Yeah. Yep. Most embarrassing work story. This is very embarrassing. And I think others would say that it's more embarrassing for the other person, but I'm obviously not naming names, so it doesn't matter. When I was a city year, I was left in charge of a class. The teacher was absent, and the substitute was just not up to the job of substituting. And so in typical me fashion, I was like, I'm just, I guess I'm gonna have to teach the class. The substitute is literally not doing anything. This class is in extreme disarray. And instead of walking away, which is what maybe should have done, getting an adultery adult, um, I was like, you know, I know these kids, I'm gonna do the best that I can. I'm gonna get them through this worksheet. And it was just like a really stressful class period. It had been a really stressful day. And one of the kids who I knew was sometimes made excuses to like leave the class at any point, really was insistent on going to the bathroom. And I was like, no, you're I was I took that typical like adult role of like, no, I don't believe you. Like, no, you're gonna be, you're gonna be fine. You're just just it's like 10 more minutes in this class, whatever. And I just wouldn't let them go to the bathroom. And the this child was made a typical, the a age typical immature decision, and um peed up once. Wow. Out of spite, out of spite. Out of spite. And I immediately felt just so bad. And also, that was that was not my job to deny them. That was like really embarrassing an embarrassing realization for me. That I was on a power trip and I was like, I can't ever do that again. That was not fair to me, that was not fair to them. That was fair to the rest of the class. So that was a formative moment, very embarrassing. It's actually, I mean, I understand feeling embarrassed, but it's such a good lesson. It's it was a great lesson, and it also I think was a lesson for the child as well. After I contained the situation and got the rest of the class out and did bring in an adult year adult in and and you know, handled it the way that I felt was necessary. Child and I did have a a heart heart, and we they learned from it, I learned from it, we resolved it really, really well. But yeah. Things things happen.

Kristin:

Yeah, very humbling. Fixing typos in casual conversation, yes or no.

Sam:

Yes, I do almost every time. Unless I'm really like it's just not not thinking, or like I don't like read it again. But actually that never happens. I always like read my conversations over and over again, just to make sure that I didn't say anything embarrassing or make a typo.

Kristin:

Yeah, I mean, you don't want people to think you don't know how to spell.

Sam:

But also And I don't, but I don't want people to know that. Yeah, as millennials, of course we don't know how to spell. But have spell check. But I don't I don't want people to think that I don't know how to use spell check. That's embarrassing.

Kristin:

We're gonna do a the results of this podcast, this particular question over time, we're gonna do I'm gonna do like a research study on it. I love it because I'm endlessly fascinated. It's important. Yeah, we gotta agree. I need to know. What would your advice be to someone who feels off track right now?

Sam:

In the spirit of everything counts when nothing is real, you're probably not off track. You're probably learning something that if you really feel like you're like in the wrong place and you can't change it for whatever reason, like it it's time to dig deep and figure out why you're here because you're you're probably there for a reason. You probably can change more than you think you can. But there's probably a lot more in your power more than when you can. And it's time to like do some like real introspection and like maybe some therapy. And like figure out like why you're there and like what your next step is.

Kristin:

That's really good. Thanks. This was really fun. And thank you for coming.

Sam:

Absolutely. I had a great time.

Kristin:

You know, talking to Sam reminded me of something I thought about a lot when I was at City or working with young people who were sort of going into a year of service, whether that was after s after college and taking a gap year or maybe they were in between high school and college, whatever it was, they were seeking something. And it reminded me that I I constantly liked to think about service with AmeriCorps as being undercooked. And I say that with love because I think I got out of college when I was you know 21, 22. I was undercooked. Oh my gosh, if I had just been sent into the world, I do not think I would have landed on my feet in the way that I have thus far. And that is because I went straight from college into grad school because I didn't know what I was doing with my life and I needed something. I needed to keep going. I needed like the confines of a program to keep me learning and to keep me in the oven a little bit longer. So then when I met all of these young people who had chosen to remain cooking by doing service, I was constantly inspired because again I just don't know that 21 year olds, 22 year olds are really ready to just go out and build a career. I mean a lot of you did. It's very normal. But also I personally needed extra time. I needed to learn about the world around me. I needed to figure out my own political lens. And I got to watch that in so many people when I was at City and I think that's so inspiring. And Sam is always a reminder of taking the time to understand who you are and build from there and kind of go with the flow. She's very just flowing and has never been attached to a path because she has a lot of faith that what she's doing in the moment is what's right for her. I also during that time and working with Sam in general have learned a lot from people younger than me about work-life balance. And when I first met her she would sign off at exactly five every day and I knew not to message her, even though that was hard because I was also younger and intense and I had no boundaries. But all of the young people who were working with me at that job really taught me a lot about how I could advocate for myself, advocate for them. I always told them to bother me like make it awkward and I I have to advocate for them. But even though that sometimes is uncomfortable I want that I want them to advocate for themselves. I want to advocate for them and I want them to know how to have boundaries thanks for listening to everything counts but nothing is real. Remember even when nothing feels real counts. Capitalism may be absurd, but so are we and on that note well it's been real don't forget to subscribe. I'm Kristen I'll see you next time