Getting to know the Team Members

First impressions are key, and often shaped by simple nonverbal cues. As a new CTO, establishing meaningful connections with your team is crucial. These meetings set the tone for your leadership and allow you to understand the individuals you’ll rely on for the organization’s success. The goal is to build trust, align expectations, and identify how you can support their growth and performance.

Prepare the 1:1 meeting

Preparing for 1:1 meetings with teammates is crucial because it is the easiest way to build trust. People, that have at least a basic trust level with you, can give you deep insights into team dynamics and warn you of toxic behavior, you would otherwise miss for weeks.

On the other hand, preparation also ensures smoother, more engaging discussions, reduces awkwardness, and sets a positive tone for future interactions. Ultimately, being well-prepared transforms 1:1s into strategic conversations that foster stronger relationships, improve morale, and therefore enhance team performance.

Checklist for preparing 1:1 meetings

Research the background of each team member

Understand not only their roles, responsibilities, and contributions, but also their deeper why. What motivates them? What are their career goals? What challenges are they facing?

  • Remarkable hobbies or activities? (Bands, sports, charities, pets, books, etc.)
  • Exact team role and responsibilities?
  • Cross-functional responsibilities?

Research the team's recent achievements and challenges

How did the last sprints go? What were the biggest challenges? By going in with basic information, you don't have to ask questions, that show your cluelessness.

  • Recent team achievements?
  • Recent team challenges?
  • How is the team's morale?
  • What are the team's current goals?

Boot up the 1:1 meeting

Starting a one-on-one meeting on the right foot sets the stage for open communication and mutual trust. This checklist provides simple yet powerful steps to ensure the meeting begins with warmth, authenticity, and a positive tone. By focusing on connection and trust-building from the very first moments, you create an environment where both you and your peer can engage constructively and collaboratively.

Checklist for booting up the 1:1 meeting

Greet your peer

Greet your peer with a warm handshake or a friendly nod. Make sure, you're getting out of the formal zone quickly. It's rarely helpful to have a very formal connection with your team.

  • Shake hands long enough, if you're in-person.
  • Have good eye contact and a smile.

Set a positive tone

Show genuine curiosity in this conversation. Listen actively to what your peer shares, and ask follow-up questions to demonstrate your interest. Avoid distractions and focus fully on their words to make them feel heard and valued.

  • Ask about their day.
  • Ask about their expectations for the meeting.

Make yourself vulnerable

Find self-disclosure that is appropriate for the situation. It shows humility and authenticity.

  • If you're a bit nervous about the new role, share that.
  • If you're a bit nervous about the importance of these early days, share that.
  • Share something, that shows you in a personal light.

Build trust

Reinforce this trust by making it clear that you want to learn from them and that your goal is to collaborate on shaping the future of the organization. Make it not about you, but about the team and the company.

  • Ask about what they would do first, if they were in your shoes.

Offer collaboration

Make it clear that you want to work together to achieve common goals for the organization and that collaborative success is your number one priority.

  • Ask how you can support them in reaching their goals.
  • Ask about structural issues in the current setup.
  • Ask about processes, that are repeated over and over again.

During the 1:1 meeting

Conducting a productive one-on-one meeting requires empathy, curiosity, and openness. This checklist guides you in steering the conversation constructively while building a deeper understanding of projects, roles, and your peer’s interests. By asking thoughtful questions, offering positive feedback, and maintaining a respectful and open-minded approach, you create an atmosphere of trust and gain valuable insights.

Checklist for successful meetings

Ask questions

Ask questions about projects, people’s roles, and their interests. Questions help you understand and often lead a conversation quickly into the direction, that is most important for your peer.

  • What are you currently working on?
  • What are your biggest challenges right now?
  • What are you most proud of in your day-to-day work?

Find references for future meetings

Note down all people, that are mentioned. You can re-use the positively mentioned names to warm up future conversations with introductory lines like I heard a lot of good very good feedback about your work.

  • Person X is often mentioned as being humble and helpful.
  • Person Y is often mentioned as being very structured and reliable.
  • Person Z is often mentioned as being very creative and innovative.

Show appreciation

Keep the initial dialogue positive, avoiding immediate criticism or directives. It's not a good idea to start with a list of things you want to change. Remember that you are probably missing a lot of context.

Share your vision

What you can share is a rough vision for the distant future. Make it clear, that you have goals for the team, the product and the organization. But don't make it sound like you have all the answers.

  • Share your vision for the team.
  • Share your vision for the organization.
  • Make it clear, that you're open to feedback and that you're not set in stone.

Set expectations for collaboration

Make sure to set expectations for future meetings. This shows that you're planning to stay in touch and that you're interested in their work. Also make clear, that YOU are the one, who wants to have these meetings.

  • Ask about the frequency of meetings.
  • Schedule the next meeting together.
  • If you don't see an immediate need for a follow-up: Make an appointment some months away.