29. How to Handle the Holidays When You're Secretly Planning to Quit Your Job
Are you secretly planning your corporate exit while navigating end-of-year festivities at work? Do you feel a mix of guilt, anxiety, and excitement as you attend holiday parties and planning meetings, knowing you won't be there to see the projects through? If so, this episode is your survival guide.
As a mom who spent a year building my coaching business on the side before leaving my corporate job, I know firsthand the challenges of living a double life during this time. It's a heavy secret to carry, especially when you're surrounded by colleagues excitedly discussing plans for the upcoming year.
When you know you’re ready to quit but you need to see out the holiday period in your corporate job, things get tricky. But in this episode, I share three practical strategies, along with some emotional guidance, to help you navigate this delicate time with grace, authenticity, and self-compassion. You'll learn how to handle the guilt, manage the celebrations, and turn this awkward period into powerful preparation for your entrepreneurial future.
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What You’ll Learn from this Episode:
How to strategically participate in year-end activities and maintain relationships beyond your time at the company.
Why documenting your work and creating detailed handover notes is crucial for a smooth transition.
The importance of keeping your exit plans private, even from work friends, until the appropriate time.
How to navigate complex emotions like guilt, anxiety, and worry during this transition period.
Why your feelings are valid but don't have to control your actions as you plan your exit.
Listen to the Full Episode:
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Full Episode Transcript:
Okay, picture this. You're at your company holiday party, champagne in hand, surrounded by colleagues sharing their excited plans for the new year. Everyone's buzzing about upcoming projects and team goals, and there you are, nodding along, carrying the biggest secret of your career. You won't be there to see any of it through.
If you're planning your corporate exit while navigating end of year festivities, this episode is your survival guide. Keep listening for exactly how to handle the guilt, manage the celebrations, and turn this awkward period into powerful preparation for your entrepreneurial future.
Welcome to How to Quit Your Job: A Mom’s Guide to Creating a Life and Business You Love. It’s a podcast that helps working moms just like you, optimize your time, manage your mind, and start a business that helps you create more freedom, flexibility, and, yes, fun. I’m business and mindset coach Jenna Rykiel. And I offer practical tips to help you ditch the nine-to-five. I have been exactly where you are and I know what it takes to make the transition without trading one form of burnout for another. So, let’s get started.
Hello mom friends, how is it December already? I'm actually really excited about this entire month because Adley loves colorful lights and this is obviously the best time of year for lights. And speaking of the time of year, today we're diving into something that I know some of you are wrestling with right now. And it's the complicated mix of emotions when you're planning your exit from corporate during the most festive time of the year. The holiday parties, the end-of-year celebrations.
So for an entire year before I left my corporate job, I was living what felt like a double life. I was building my coaching business on the side, seeing clients after hours, all while showing up fully in my corporate role. And that meant sitting through countless strategy meetings, training new team members, and leading projects that I knew I wouldn't see through to completion.
I remember receiving end of year team awards and creating vision boards together to start the year and feeling this intense mix of gratitude and guilt. There I was, surrounded by colleagues, excitedly discussing plans for the upcoming year, projects we'd launch together, goals we'd achieve as a team, and I was nodding along, knowing that I wouldn't be there to see any of it through. And that's a heavy secret to carry.
Whether you're six months into your exit plan or just starting to think about your transition, I know that wait. The way your stomach twists when your boss starts talking about your role in the next year's initiatives, the careful dance of being both present and engaged while protecting your future plans, or at least trying to.
Today's episode is for those of you who are carrying around your own secret plans, especially while navigating end of year festivities. We're going to talk about how to handle this delicate time with grace, authenticity, and as always, self-compassion.
And don't worry, I'm going to give you practical strategies that you can implement immediately to feel more confident and less guilty about your choices. So let's start with the practical side of things because I know that's what helps us type A corporate moms get our bearings. I'm going to share three key strategies for managing this transition period and then we'll dive into the emotional work that goes along with it.
The first thing is to be strategic about participation in year-end activities. I wanna offer some strategies on how to handle all those holiday events and year-end celebrations that are coming up. First, you absolutely should participate. They're about maintaining relationships that will extend beyond your time at the company. But there are certainly some boundaries I want you to keep in mind.
First, choose events strategically. Prioritize team gatherings, but honestly, you can skip the optional department-wide events if you're feeling overwhelmed. Think about who will be in attendance at each event and choose wisely, thinking about the relationships you really want to last beyond your work walls.
Next, I want you to set boundaries around your time. Arrive and leave when it works best for you. And leave the guilt out of it. You get to decide what you do with your time, and you get to decide how you feel about what you do with your time.
I want you to also practice your response to questions about future plans. This one might feel uncomfortable or silly but it's better to feel uncomfortable while practicing alone than uncomfortable while tripping over your words to the VP of your department.
Lastly, focus on genuine appreciation for your colleagues and experiences. It's easy for so much to be on your mind when we go into these events. It's okay to pause the worrying and analyzing, and just focus on genuine appreciation. That's such a better energy to go into these events with.
Episode 17 is all about how to leave your company on good terms and I talk about how when you know you're leaving your company, you can go into these socially rich events with new energy to make sure to connect with those you'll miss most and solidify connections with the people you want to stay in touch with. So please refer back to that episode, jenna.coach/17, for lots more tidbits on preparing for the transition.
But I want you to know the key to doing all of this is to really focus on being fully present and grateful for the relationships you've built rather than getting caught up in guilt about your future plans. And let's say you're listening to this at the start of the year or in the middle of the year, these concepts that I'm going to talk through still apply to all of those summer happy hours and company meetings that you go to and are scheduled before your transition.
The next big strategy I want to talk about is managing your current workload. This strategy is designed to help you manage your current workload with integrity. And this is where things get tricky this time of year during that end of year rush. Because the end of the year might bring a mix of many complex situations for you to deal with. Maybe it's the year-end deadlines, needing to get the client what they need before you're out for the holidays. Maybe it's colleagues using their remaining PTO so you might be understaffed. Maybe it's the planning sessions for next year, which means extra meetings that don't allow you to get done the things on your daily or weekly agenda. Maybe it's budget meetings for projects you won't necessarily be around to complete.
So here's what I want you to focus your energy on. First, document everything you're working on. They say hindsight is 20/20, but also foresight's pretty helpful as well. You know you're gonna be leaving. So as you're working on old and new projects, document things as such. Maybe you didn't create as detailed of notes when you knew it was just your responsibility, but that's all going to change soon enough. So approach projects like a scientist who needs to be so clear that someone else can perform the exact experiment later.
On that same note, create detailed handover notes as you go. Since I had about a year of runway that I gave myself to put my exit plan in place, that meant that I had a lot of time to put together SOPs and resources to hand off to whoever would replace me. If you worked in one company for a decade or more like me, you have so much knowledge that needs to get passed on. It's a lot of work to do that in two weeks. So when you know you're going to leave, you can work on this strategic document over time and add things to it as you experience them, rather than trying to rush and think of everything in the last week with the company.
I want you to also focus your energy on completing those short-term deliverables. Okay, you should have an idea of when you're leaving and how the deliverables fall into that timeline. So for those that you'll be able to see through, give it all you got. For those that you won't be able to see through, make sure that you're creating those detailed handover notes and that you're documenting everything you're working on.
But also be strategic about which long-term projects you take on as well. In those meetings at the end of the year, when they're talking about the initiatives, it's okay to say no to things and just blame it on bandwidth or wanting to give someone else an opportunity to learn. You don't have to say, I won't be here in two months.
All of these strategies are really helpful in curbing some of that guilt that you might feel. You're going to be setting the company up for success when you leave. Everything that company has done for you over the years, and I hope it's done quite a bit, and you know, like I experienced with my past company. Everything that it's done for you, this is your way to repay them, by leaving everyone in a great position.
The last strategy is all about your network and how to think about this big secret you're carrying when it comes to balancing trust and privacy within work relationships. It's easy to think that once we've decided our transition date, it's best to tell our work buddies. But I wanna recommend holding off and keeping the secret a little bit longer.
Even though it feels wrong, keeping this information private is so important. When you tell a colleague about your plans to leave, you're not just sharing information. You're also putting them in a position where they have to keep your secret. It's also potentially making them feel conflicted about their loyalties to you versus the company. It's also potentially damaging their ability to do their job effectively if you leaving impacts their role. And the more people you tell, the more of a risk it is that your plans get out before you're ready, even if the person doesn't mean to share directly.
I know that means it can feel even more isolating when you've decided your transition date but aren't able to get validation from your co-workers. So instead of telling work friends, here's what you can do. You can start building your external support network now. And I recommend joining communities of other women and moms planning similar transitions or who have transitioned out of corporate in general. Listen to episode 7, which is all about how to build that network.
I want you to also focus on being present and authentic in your work relationships without compromising your future plans. That looks like showing up exactly how you would show up for your co-worker buddies, just not bringing up the topics of leaving. You can still be there for them. It can still be a present and authentic relationship without talking about the topic of how long you're gonna be in your position.
The other thing, of course, I wanna recommend is to work with a coach or therapist who can help you navigate the emotional aspects of the transition. And of course a coach would also help you navigate the strategic aspects of the transition. You don't have to do this alone.
And remember, keeping this information private isn't about trust. It's about protecting everyone involved, including your work buddies. You're actually doing them a favor by not putting them in a position where they have to choose between their loyalty to you and their professional obligations.
And here's what's super important and something I want you to remember. The time will come when you can have an open, honest conversation with these friends. I encourage you to be really open with them about your decision-making process and why you felt it was important to keep the information private and my hope is that if they are a true friend they'll understand.
Now let's talk about the emotional side of all of this because I know that's where many of you are really struggling. Any guilt that you're feeling is completely normal. In fact, it's a sign that you care about your work and your colleagues, and that's a good thing.
But here's what I want you to remember. You're not being dishonest by keeping your plans private. You're being professional. You're protecting both yourself and your company by managing this transition thoughtfully.
So let's talk about those complex feelings that surface during these holiday work events when you're planning your exit. The first is guilt, especially at the celebrations.
You might be thinking something like, should I even attend the holiday party? It feels wrong to celebrate when I'm planning to leave. And the reality is that these celebrations aren't just about the future. They're a recognition of what you've already accomplished. Your contributions this year are real and worth celebrating. Plus these events are valuable opportunities to strengthen relationships.
The next feeling that I hear about and experience myself and see most often is anxiety around the year-end activities. You might be thinking something like, everyone's talking about next year's goals and projects, how do I participate without being dishonest? But your insights and expertise are valuable whether you'll be there next year or not. Contributing to future planning helps ensure a smooth transition and shows professional integrity. So I want you to focus on setting your team up for success. That's something you can do authentically regardless of your timeline.
Anxiety may also creep in when you're constantly thinking, what if I'm making a huge mistake? My corporate job is stable and provides for my family. And I want you to know that you're not choosing between security and risk. You're choosing between two different types of security. Okay, building your business while employed actually provides more security than staying in a job that could disappear at any time. You're creating options for your family, okay, not limiting them.
Another common feeling that you might be going through is worry or concern about how this will impact your team. You might be thinking something like, my team depends on me, what will happen to them after I leave? And whether you like it or not, your team existed before you and it will exist after you, okay? The best gift you can give them is proper documentation, clear processes, any well-planned transition, all things that I talked about before in where you should be focusing your energy. And remember, companies handle employee transitions all the time. Your role is to leave things better than you found them, not to stay at this company indefinitely.
The last emotion that I wanna talk about is, feeling two-faced during these festivities and meetings. When you're thinking, I feel fake accepting new projects when I know I'm leaving, but the reality is you're not being two-faced. You're being professional. There's a clear difference between privacy and dishonesty. You're honoring your current commitments while planning your future. This is exactly what business leaders do when they're planning strategic changes.
They keep things confidential until the right time. Privacy around career transitions is a normal part of professional life. You can genuinely celebrate your team's successes and plans while keeping your own plans private until the appropriate time.
And let me share something with you about my experience. The hardest part for me wasn't managing any of these feelings individually. It was truly experiencing all of them within the span of a single workday. One moment I'd be thrilled about a new client booking in my side business, the next I'd be tearing up during a team celebration, and then I'd be having a complex emotional response to someone asking about my five-year plan with the company.
But here's what I want you to know. These feelings aren't signs that you're doing something wrong. They're not red flags about your decision. They're evidence that you're a whole complex human being who's capable of caring deeply about the people and working in your current role while still honoring your call to something new.
So here's what I want you to take away from today's episode. Number one is your feelings are valid, but they don't have to control your actions. Check out some of the other episodes that I've talked about with emotions. I just did one two episodes ago, episode 27.
The second is you can be grateful for your current role while planning for your future transition.
The third is I want you to maintain professionalism during your transition period. It is a gift to yourself and your company when you do that.
Before we wrap up, I wanna acknowledge, this period of transition is hard, really hard. But you know what else is hard? Staying in a job that no longer aligns with your dreams. Living with "what if" for the rest of your career.
A year from now, you'll look back on this holiday season as the time when you were brave enough to hold both gratitude and growth, appreciation and ambition, endings and beginnings. And that's exactly what successful entrepreneurs do every single day. You're not just planning an exit, you're planning an entrance into the next chapter of your life.
Next week we'll be talking about how to actually quit your job in 2025. Because I know so many of you are thinking, wow, how did another year go by and I'm still at the same soul sucking job? That happened to me year after year until I finally left. So don't you worry. I got you. I'm going to talk you through it. Okay. See you next week and have a great month.
Thanks for listening to this week’s episode of How to Quit Your Job: A Mom’s Guide to Creating a Life and Business You Love. If you want to learn more about how I can help you stop making excuses and start making moves, head on over to www.jenna.coach. I’ll see you next week.
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