20 Questions

Questions to Ask First Day of Work

Essential questions to ask on your first day to get oriented, understand expectations, and set yourself up for success in your new role.

1

What's the best way to get up to speed on my role and responsibilities?

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Why this works

Shows initiative and helps you understand the most efficient path to becoming productive, demonstrating your commitment to success from day one.

2

Who are the key people I should meet and build relationships with?

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Why this works

Helps you identify important stakeholders and collaborators, ensuring you understand the organizational structure and key relationships.

3

What are the immediate priorities and deadlines I should be aware of?

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Why this works

Ensures you understand urgent tasks and time-sensitive work, helping you prioritize your efforts and avoid missing critical deadlines.

4

What tools, systems, and resources will I need to access to do my job effectively?

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Why this works

Helps you get the practical resources you need to be productive, including software, accounts, equipment, and access to necessary systems.

5

How does communication typically work within the team and with other departments?

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Why this works

Helps you understand the communication culture and preferred methods, ensuring you can collaborate effectively from the start.

6

What's the best way to ask questions and get help when I need it?

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Why this works

Shows you're not afraid to ask for help and helps you understand the support structure, ensuring you can get assistance when needed.

7

What are the team's current projects and how does my role fit into them?

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Why this works

Gives you context about ongoing work and helps you understand how your contributions will impact the team's success.

8

What's the company culture like and what values are most important?

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Why this works

Helps you understand the organizational culture and align your behavior with company values, ensuring you fit in well.

9

How are performance expectations set and how will my progress be evaluated?

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Why this works

Shows you're focused on success and helps you understand how your performance will be measured and what success looks like.

10

What training or onboarding resources are available to help me succeed?

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Why this works

Demonstrates your commitment to learning and helps you access resources that will accelerate your development and success.

11

What's the typical workflow for projects and how are decisions made?

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Why this works

Helps you understand the decision-making process and workflow, ensuring you can navigate projects and processes effectively.

12

How do meetings typically work and what's expected of me in them?

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Why this works

Helps you understand meeting culture and expectations, ensuring you can participate effectively and contribute meaningfully.

13

What are the biggest challenges the team is currently facing?

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Why this works

Shows your interest in team success and helps you understand the context and challenges you'll be working to address.

14

How do I access company policies, procedures, and important documents?

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Why this works

Ensures you can find important information and understand company policies, helping you navigate the organization effectively.

15

What's the best way to provide feedback and share ideas with the team?

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Why this works

Shows you want to contribute and helps you understand how to share your input and ideas effectively within the team.

16

How do I schedule time with my manager for regular check-ins?

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Why this works

Demonstrates your interest in regular communication and helps you establish a rhythm for feedback and guidance.

17

What professional development opportunities are available?

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Why this works

Shows your commitment to growth and helps you understand the learning and development resources available to you.

18

How do I handle confidential information and what are the security protocols?

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Why this works

Ensures you understand confidentiality requirements and security protocols, protecting both you and the company.

19

What's the best way to build relationships with colleagues in other departments?

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Why this works

Shows your understanding of cross-functional collaboration and helps you build the relationships you'll need for success.

20

How do I stay informed about company updates and important announcements?

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Why this works

Helps you stay connected to the organization and ensures you don't miss important information that could affect your work.

Best Practices for Your First Day of Work

Expert tips and techniques for getting the most out of these questions.

Best Practices

Ask Questions Proactively

Don't wait for information to come to you. Ask questions early and often to show your engagement and get the information you need to succeed.

Take Detailed Notes

You'll receive a lot of information on your first day. Take notes to help you remember important details and show you're taking the role seriously.

Be Observant and Listen

Pay attention to how people interact, communicate, and work. This will help you understand the culture and adapt your approach accordingly.

Question Sequences

The Orientation Sequence

1
What's the best way to get up to speed?
2
Who should I meet first?
3
What are the immediate priorities?

The Resource Setup Sequence

1
What tools do I need access to?
2
How do I get set up with systems?
3
What training resources are available?

Common Pitfalls

Don't Try to Impress Too Much

Focus on learning and understanding rather than trying to show off your knowledge. You'll have plenty of time to demonstrate your skills.

Don't Make Assumptions

Ask questions rather than assuming you know how things work. Every organization has its own processes and culture.

Don't Overwhelm People

Space out your questions and don't bombard people with too many questions at once. Be respectful of their time and workload.

Conversation Templates

The Getting Started Approach

1
Step 1: Start with: "What's the best way for me to get up to speed?"
2
Step 2: Follow with: "Who are the key people I should meet?"
3
Step 3: Conclude with: "What are the immediate priorities I should focus on?"

The Resource Setup

1
Step 1: Begin with: "What tools and systems do I need access to?"
2
Step 2: Explore with: "How do I get set up with everything I need?"
3
Step 3: Finalize with: "What training resources are available?"

Further Reading

"The First 90 Days" by Michael Watkins
"Onboarding: How to Get Your New Employees Up to Speed" by George Bradt
Company-specific onboarding materials and resources

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