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How To Tell Your Boss You’re Quitting

Quitting a job can feel exhilarating and intimidating at the same time. In a perfect world, you’re leaving on good terms and have a supportive boss that offers you future opportunities for mentorship and references. Unfortunately, these circumstances are usually far from perfect. Many people leave their jobs because they’re unhappy, and the source of this unhappiness typically comes from the people that they work for.

There’s many misconceptions about what to expect from this process, and how to handle the conversation with your employer when the time finally comes. We start this episode with a role play, giving you a real life example of how to handle a boss that reacts horribly to the news of you leaving. A situation like this can often be fraught with emotions on both sides, so it’s important to be fully prepared going into the conversation.

We breakdown how you can anticipate questions and objections from your boss, and what to do to prepare ahead of time. Whether you’re quitting your job to work on a new business, or leaving for a better opportunity it’s important to know your rights as an employee. These tips will help you stay calm and at ease throughout the process, and remember – it’s only one conversation. Soon you’ll be on your way to a happier you.

Show Notes

1:30 This week we’re talking about how to tell your boss you’re quitting

1:55 Why Vadim enjoyed the experience of leaving his first job

2:38 For most people though quitting feels very intimidating and they don’t know what to say

3:25 First job Vadim left he only gave 2 days notice, which he doesn’t recommend. But it was his only option, and he wasn’t too worried about burning bridges because we was completely leaving the industry

4:00 If you’re in a job where your employer hasn’t treated you well – especially if you’re leaving the industry don’t feel like you owe them anything

4:15 If you decide to leave your job and it’s on good terms, you can give even more than 2 weeks notice

4:47 This episode is for anyone who wants to leave their job whether for another one or to start their own business

5:30 Leaving your job can feel like a breakup so we’ll give some tips on how to handle the conversation

6:00 Why we decided to do a role play for you

6:35 It’s good to role play through difficult conversations so that you know exactly what you will say and how you’ll say it

7:10 Sergei is playing the boss and Vadim is playing the employee
[ROLE PLAY]
7:37 Vadim breaks the news that he’s leaving

7:46 Sergei is surprised and upset, and tries to guilt trip Vadim

8:06 Vadim tries to be helpful and explains why he’s leaving early

8:27 Sergei tries to paint Vadim as a job hopper

8:49 Vadim calmly explains that he has to move on

9:08 Sergei tries to push Vadim to disclose where he’s going to be working now and threatens with the non-compete Vadim signed

9:31 Vadim stands firm and doesn’t disclose where he’s going

9:42 Sergei pushes further

9:51 Vadim stands his ground because he looked through all the employment contracts he signed

10:11 Vadim offers to help interview people to fill his role and create documentation – adding value in his final days at the company

10:33 Sergei threatens to blacklist Vadim in the industry

11:15 Vadim explains that he knows that NY state is an at will employment state

11:40 Sergei says Vadim has to have the termination agreement signed by tomorrow

11:55 Vadim had a good comeback to everything because he prepared
[END ROLE PLAY]
12:10 We break down exactly what happened in the role play conversation

12:20 We discuss what a Separation Agreement is and why you usually don’t have to sign it (check your state laws and check your employment agreement)

13:30 We explain why employers want you to sign a termination agreement

14:20 Threats from employers, like the ones you heard here, are often empty. Ignore it unless it becomes harassment

15:20 We explain that “At Will State” means you can leave and an employer can fire you whenever and for whatever reason

16:10 We talk about what to say if your employer demands to know where you’re going – and why you shouldn’t always disclose this

17:30 If you’re leaving to start a company you also don’t need to disclose what you’re starting

18:30 Be careful not to actually violate any non-compete agreements directly by stealing company information

18:45 In most cases non-competes are difficult to enforce, so if your product is not directly competitive you probably don’t have to worry about this. Check with your lawyer

20:50 Another takeaway from the role play is to try and not burn bridges. You might cross this person again especially if it’s in the same industry

21:25 Vadim, in this case, offered value to try to save the relationship

23:40 Here are some reasons why you might not want to quit your job yet

24:30 Sergei tells a story of a woman he mentored who was convinced she should leave her new job, until she spoke to him. She’s been there for several months now and is happy she didn’t leave

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