---
title: "Sip Sip Hooray! Career Advice You Missed from Our Live Session!"
description: "essential career advice for fresh graduates and new employees, from building trust with your boss to managing high expectations. Discover tips for navigating workplace dynamics, setting career goals, and knowing when it’s time to reassess your fit."
url: "https://www.mrmoneytv.com/articles/sip-sip-hooray-career-advice-you-missed-from-our-live-session/"
category: "Career Advice"
author: "Finlit"
published: 2024-11-14
source: "Mr Money TV"
---

# Sip Sip Hooray! Career Advice You Missed from Our Live Session!

essential career advice for fresh graduates and new employees, from building trust with your boss to managing high expectations. Discover tips for navigating workplace dynamics, setting career goals, and knowing when it’s time to reassess your fit.

## Key takeaways

- In your first month, showcase both your professional skills and your personality. People trust someone they know rather than someone they don't.
- Be transparent about your weaknesses and ask quality questions instead of boasting about what you can do. Boasting and then failing only lowers trust.
- Nearly 80% of success in the workplace is about managing expectations, so flag challenges to your boss early and ask for guidance.
- Within your first five years, decide what kind of professional you want to become and check whether the company's objectives align with your aspirations.
- If your role doesn't help you grow into that person, it may be worth reconsidering your position.
- Some bosses feel threatened by employees who outperform them, which is more common in competitive corporate settings than at startups.

Peter & Frankie cheering with the crowd.

Two weeks ago, we teamed up with Guinness for an incredible live event, where we dove deep into workplace dynamics and offered career advice tailored for new employees and fresh graduates. From relationship-building strategies to managing expectations with your boss, this session was filled with actionable tips that you can apply right from day one on the job. Here’s a summary of the key points discussed:

![Guests in the event](../../assets/articles/sip-sip-hooray-career-advice-you-missed-from-our-live-session/img-1.jpg)

Mr Money TV audience enjoying the event!

**Building Trust in Your First Month on the Job**

For fresh grads, the emphasis was on establishing trust as the foundation for a strong relationship with your boss. To kickstart this, one critical approach is to make a positive impression within the first month:

-   **Showcase Who You Are**: Use the shortest time possible to demonstrate both your professional skills and your personality. Don’t be afraid to let your bosses & colleagues know what kind of person you are because at the end of the day, they’ll trust someone they know rather than not.

-   **Engage with Your Boss**: Fresh grads tend to be quiet and reserved, but open conversations with your boss can make a world of difference. Help them understand your thought process and build trust by sharing how you approach tasks.

-   **Be Transparent About Weaknesses**: Don’t hide your areas of improvement. Instead, ask quality questions and focus on learning from feedback. In contrast, try to avoid boasting about what you ‘can’ do as well! Imagine yourself in a situation where you’ve constantly mentioned something you can do but end up failing. It will only decrease the trust people have in you.

-   **Bond Beyond the Office**: Sharing a drink (responsibly!) can improve workplace relationships significantly. When alcohol is involved, we tend to lower our guards and be more open to expressing ourselves. These are the best times to get to know your boss as a person and understand their values.

![Men having a discussion](../../assets/articles/sip-sip-hooray-career-advice-you-missed-from-our-live-session/img-2.jpg)

Audience participation!

**Navigating High Expectations Without Prior Experience**

A common concern is dealing with bosses who expect self-sufficiency and results usually expected from seasoned professionals. Here’s how we suggested managing this:

-   **Clarify Expectations**: Avoid basing your perception solely on what colleagues say. Sensationalized information often spreads through office gossip, so focus on feedback directly from your boss.

-   **Manage Expectations Proactively**: Nearly 80% of success in the workplace is about managing expectations. If you’re assigned a project, inform your boss early on where you may face challenges and seek their guidance. In the end, it also covers yourself if you fail because you’ve already informed them of your challenges ahead of time.

-   **Seek Resources**: Don’t hesitate to ask what resources or support you can access to improve the process and meet expectations. Without the necessary resources and support, it will be a tough road to thread in your journey of growth.

![Happiness & laughter](../../assets/articles/sip-sip-hooray-career-advice-you-missed-from-our-live-session/img-3.jpg)

Laughter & joy from the audience!

**Knowing When to Reassess Your Fit in the Organisation**

Another question tackled when it’s time to reassess working hard to please your boss or fit into the organization:

-   **Align Goals**: Within your first five years, it’s vital to explore what kind of professional you want to become. Evaluate if the company’s objectives align with your personal career aspirations. 

-   **Question the Value of Your Role**: If your current role doesn’t help you grow into that person, it may be worth reconsidering your position. If it does, and you’re simply facing challenges, assess whether the goal is truly unattainable or if it’s something you need to persevere through.

![A woman covers her face](../../assets/articles/sip-sip-hooray-career-advice-you-missed-from-our-live-session/img-4.jpg)

Don't worry if you're shy, we got you covered!

**Handling Bosses Who Don’t Recognise Your Work**

One of the last questions discussed was how to interpret a boss who doesn’t acknowledge an employee’s independent achievements:

-   **Understand the Motivation**: Sometimes, bosses may feel threatened by employees who outperform them or display strong problem-solving skills. This can be more common in corporate settings where competition is high.

-   **Corporate vs. Startups**: Unlike startups that value and cultivate talent to solve problems, some large corporations might breed a sense of competition. In these environments, bosses may worry about their position rather than nurturing talent.

![A group photo with happiness & joy](../../assets/articles/sip-sip-hooray-career-advice-you-missed-from-our-live-session/img-5.png)

Mr Money TV group photo with the audience!

These were just a few of the insightful questions we covered that night. Attendees enjoyed even more off-camera discussions, which provided exclusive insights for those who joined us live!

If you missed out, don’t worry! We recorded & edited the session on YouTube for those of you who feel **FOMO**! So drop by our channel to watch the video, and give us a like & subscribe to stay notified on future events. Plus, if you comment the number of times we say our tagline, *“Sip Sip Hooray!”*, you stand a chance to win a **FREE** exclusive omakase dinner!

Click here to let us know if you’d be interested in future events—don’t miss the chance to be part of our next exciting discussion!

[Sign Up Here!](https://www.mrmoneytv.com/event-interest-form)

## Frequently asked questions

### How do I build trust with my new boss as a fresh graduate?

Make a positive impression within your first month. Showcase both your professional skills and your personality, because people trust someone they know rather than someone they don't. Have open conversations with your boss so they understand how you approach tasks. Be transparent about your weaknesses, ask quality questions, and avoid boasting about what you can do, since boasting and then failing only lowers trust.

### How do you manage expectations with your boss at a new job?

Nearly 80% of success in the workplace is about managing expectations. When you're assigned a project, tell your boss early where you may face challenges and ask for their guidance. This also protects you if things go wrong, because you've flagged the difficulties ahead of time. Clarify expectations directly with your boss rather than relying on office gossip, and ask what resources or support you can access.

### When should I consider leaving my job?

Within your first five years, work out what kind of professional you want to become, then check whether the company's objectives align with your career aspirations. If your current role doesn't help you grow into that person, it may be worth reconsidering your position. If it does and you're just facing challenges, assess whether the goal is unattainable or something you need to persevere through.

### Why doesn't my boss acknowledge my work?

Sometimes bosses feel threatened by employees who outperform them or show strong problem-solving skills. This is more common in corporate settings where competition is high. Unlike startups, which value and cultivate talent to solve problems, some large corporations breed competition, so the boss may worry about their own position rather than nurturing your talent. Understanding that motivation can help you read the situation.
