Wiseboard is becoming a Growth Office plugin for growing IT companies.

Wiseboard is becoming a Growth Office plugin for growing IT companies.

BUSINESS DEVELOPMENT・7 MINS READ

How Smart CEOs Delegate to Scale Successfully

Illustration

5 Signs You’re the Bottleneck And How Smart CEOs Delegate Their Way Out

In 1994, Jeff Bezos launched what would eventually become Amazon from a garage. Back then, it was called “Cadabra” and operated as an online bookstore. Together with his small team, Bezos manually processed orders, packed the books themselves, and personally took the packages to the post office. Yes, the same Bezos who spent around $50 million on his wedding in 2025.

And he’s not the only one. Many of today’s billionaires started in garages, working alone. In the beginning, you wear every hat, do every job, and build from the ground up. 

But as your business grows, that model breaks.

Scaling doesn’t only mean selling more. It means handing over responsibilities and stepping out of the weeds. 

You can’t be the jack-of-all-trades forever because, at some point, that approach holds you back. It eats your energy, leads to burnout, and leaves no room for the high-level strategic work only you can do. A recent DDI report found that the top factor in preventing executive burnout is effective delegation.

And leaders agree. Scroll through Reddit and you’ll see many founders saying the same thing: when they finally learned to delegate, everything changed. Here’s one of the threads.

Illustration

So, if you want to grow your company and stay sharp where it counts, you need to delegate. This post will help you do it without losing control over your business.

Where CEOs drop the delegation ball and ways to catch it

Working as a CEO, you know that mistakes are part of the game. Missed targets, wrong hires, budget overruns: even the most successful leaders misstep. It happens. But as the one at the top, the responsibility to fix things always lands on your desk.

But not every problem is yours to solve. Trying to fix everything yourself might be the biggest mistake of all. Because at some point, the real challenge isn’t what goes wrong. It’s that you haven’t built a team that can resolve it without you. Your job is to build that team.

We helped many SMEs develop management capacity as they grew. We noticed that the founders of those companies viewed delegation as another form of task management, where additional variables, such as other people, should be managed, thereby increasing task-management complexity. Thus, you hear "it is easier to do it on my own".

Delegation, however, is a skill of managing people, not tasks. It is a skill of recruiting the right people, designing jobs, establishing objectives, managing performance, and providing feedback.

Founders built a business doing tasks. Becoming a people manager is a personal challenge not everyone is up to. Completing it, however, provided scalable power to do tasks through delegation, limited only by the profitability of their business.

Delegation isn’t just about handing off tasks—it’s a key part of building smart, effective governance. This involves establishing systems for informed decision-making, monitoring strategy, recruiting and retaining talented leaders, planning for future leadership, and ensuring internal checks and balances are in place. Studies and real-world experience demonstrate that when governance is executed effectively, businesses perform better, are more likely to thrive in the long term, and often gain access to more affordable financing.

For founders, developing delegation and governance is a process of their maturity, as well as the separation of ownership from day-to-day control.

Governance in small to medium-sized companies is a deep and interesting topic. Getting there isn’t always easy. So let’s explore the common traps CEOs encounter when delegating (or not delegating) and how to overcome them.

Trap 1. Employees can’t make a move without your OK

To understand why this is truly a problem, let’s imagine a typical morning at a logistics company led by John.

As John walks into the office, there’s a line of employees outside his office. The operations manager needs his sign-off to reroute a delayed shipment. The HR lead wants approval to post a job opening. A junior sales rep is waiting to ask if they can offer a small discount to close a deal. Even the office manager is here. She needs John’s approval to order printer paper.

John hasn’t had his coffee yet, and he’s already trapped. The team is stuck, decisions are delayed, and John is buried in routine approvals.

If nothing in your company happens without your say-so, you’re not leading, you’re managing the brakes. And what should you do if stepping away completely is not a viable option?

You can shift control with intention. Here’s how to make that shift smoothly.

Use the 7 Levels of Delegation framework

This framework outlines seven distinct levels of delegation, each offering a way to assign responsibility. It’s not a one-size-fits-all approach. You select the appropriate level based on the task, the individual’s capability, and the associated risks. In short, this framework helps you decide how much autonomy to give and when. Let’s take a quick look at each level.

7 Levels of Delegation
Description Example
Level 1. Tell You make the decision and simply inform others what to do. “Ship the order using DHL Express. No alternatives. Client needs it tomorrow.”
Level 2. Sell You make the decision, but explain your reasoning to persuade others to follow it. “We’ll focus our ad budget on LinkedIn because our B2B clients are most active there.”
Level 3. Consult You ask for input and advice before making the final decision yourself. “I’m choosing a new CRM. Tell me what features matter most to your team before I decide.”
Level 4. Agree You collaborate with others to reach a consensus decision together. “Let’s evaluate whether we should rebuild the platform or optimize what we have.”
Level 5. Advise You provide guidance and recommendations, but let others decide what to do. “Choose the conference venue, but run it by me before booking anything.”
Level 6. Inquire You let others decide, but ask for regular updates and explanations on progress. “Pick the new content management tool and let me know what you went with.”
Level 7. Delegate You fully delegate the decision and trust others to handle it independently with no oversight. “You own the customer success team. Build the roadmap, set KPIs, and run it your way.”

When you keep these levels in mind, it’s much easier to delegate with the right balance of trust and control. If the task is high-risk or urgent, stick to Levels 1–3 to stay in control. If it’s low-risk or you’ve got a solid team, go with Levels 4–7 to give them more freedom. Or just pick what feels right. This way, you’ll build trust and ownership, avoid micromanagement, and free up your time as a leader.

You know better which level applies where in your company, but here are a few tips to help you fine-tune your approach.

When to use each delegation level
Level 1. Tell Urgent or sensitive tasks where no discussion is needed.
Level 2. Sell When you need buy-in or want to align your team with your thinking.
Level 3. Consult When the task benefits from input, but you retain final say.
Level 4. Agree For collaborative decisions requiring joint ownership.
Level 5. Advise When you're ready to give autonomy but want a review step.
Level 6. Inquire For trusted team members. You're informed, but not involved.
Level 7. Delegate When you fully trust someone to lead and deliver independently.

Trap 2: You’re solving what shouldn’t be your problem

No business runs without the occasional screw-up. But if you’re the one to put out a fire, your time is wasted on urgent but low-impact issues. You’re solving why a client didn’t get their invoice or why time off was logged in HR but never showed up in the planning tool. Good, but your actual priorities, like planning the next quarter or refining your strategy, are piling up.

Fortunately, it’s 2025 outside, and things like automation and AI can take the boring stuff off your plate. 

Automate routine operations

We’re not diving into hardcore software development automation. We’ll focus on the day-to-day stuff, like resource planning, onboarding, and budget tracking, where automation can cut down on time every week. And reduce costs in the long run.

Salesforce reports that people using automation save around 3.6 hours per week, which adds up to 23 workdays saved annually. And those saved hours matter. Because when you (or your team) are stuck chasing down time-off conflicts or manually tracking project budgets, critical issues get missed. 

Like realizing a project is over budget… three weeks too late. By then, you’ve missed your margin targets, damaged client trust, and have no visibility into what went wrong or how to fix it next time.

With automation, you can put a large portion of your operations on autopilot. And there’s no need to revamp everything all at once. First, identify the areas most prone to human error or those that eat up your team’s time. Pick tools to streamline those specific steps and remove the manual burden.

If you don’t know where to start, here’s a brief overview of common business areas to automate in a service-based IT company.

Illustration

Automation can feel a bit tricky at first. But once it’s in place, the benefits become clear. You’ll get back the time you used to spend firefighting issues, and so will your team.

Trap 3: Everyone’s involved, but no one’s responsible

When everything’s going according to plan, the team feels aligned. But the moment something goes wrong, everyone takes a step back. Suddenly, no one owns the issue. Tasks slip through the cracks, handoffs get messy, and projects start to fail. Sounds familiar?

But don’t rush to blame your team. This isn’t just a team problem. It might be a leadership one. CEOs often fail to set clear accountability. So if your team doesn’t know who’s responsible for what, it’s on you.

To fix this, you don’t need to reinvent the wheel. There are proven frameworks that help you map out exactly who’s doing what to avoid misunderstandings and, more importantly, project failures.

Clarify roles and responsibilities with the RACI framework

RACI is a simple responsibility assignment matrix used to clarify who is involved in what during a project. It stands for responsible, accountable, consulted, and informed. Here’s a quick breakdown of what each part of RACI means.

Illustration

With RACI, you specify exactly who’s in charge of each part of a project. This way, everyone knows exactly who to go to if something’s unclear. Here’s a RACI matrix template for a typical project in a service-based IT company, such as delivering a software feature, MVP, or full solution.

Illustration

In this project, the PM is accountable for overall delivery and coordination, designers are responsible for design deliverables, developers own the code and deployment, and QA ensures product quality.

It sounds simple when you’re working with just a few tasks. But when the project grows, assigning roles can get complicated. 

Trap 4: You and your COO keep stepping on each other’s toes

At first, it feels like a power duo. You are the visionary CEO, and your COO is the master of execution. But one day, roles start to blur. You’re both involved in the same meetings, reviewing the same tasks, and making the same decisions. Or worse, making conflicting ones.

As an outcome, confusion sets in not just between you two but across the entire team. Priorities clash, and your people don’t know who to listen to. This overlap creates unnecessary tension at the top. Without clear boundaries, even the strongest leadership team can lose its rhythm. So, better build those boundaries upfront.

Draw clear lines between the CEO and COO responsibilities

When you start working with a COO, they help you carry the load. But that doesn’t mean you can completely swap roles when needed. You still need to be clear about who owns what.

You should visualize your responsibilities with a delegation boundary map. It’s a simple chart that shows exactly which tasks, decisions, and areas fall under your role as a CEO, which ones belong to the COO, and where you might need to collaborate. It helps both leaders and the team understand who to go to for what.

Here’s a simple example to give you a feel for how the map might look. It’s not detailed, but it shows the idea.

CEO vs. COO roles
Area CEO COO Notes
Vision & strategy Owns the overall company vision and growth strategy Supports the execution of strategic plans CEO leads, COO operationalizes
Product direction Sets high-level product vision Manages day-to-day product delivery Clear delegation needed
Operations management Establishes strategic goals for operations Runs daily operations, process improvements COO owns execution
Financial oversight Approves budgets, investor relations Manages financial operations CEO is accountable, COO is responsible

A delegation boundary map is a great start, but it’s not enough to build a strong CEO-COO partnership. Beyond clearly defined roles, you and your COO need to cultivate a foundation of trust, communication, and flexibility. Here’s what else makes the difference:

    Mutual trust → Respect each other’s expertise and lead your own areas.

    Defined decision rights → The CEO steers vision and strategy, the COO manages operations.

    Regular alignment → Maintain frequent, honest communication to stay in sync on priorities and challenges.

    Adaptability → Be ready to evolve roles as the company grows.

    Open feedback → Create a culture where you can openly share concerns and ideas without hesitation.

    Conflict resolution → Agree on a process to quickly resolve disagreements.

    Mutual support → Back each other up publicly and collaborate privately to solve issues.

When the CEO and COO operate with trust and shared purpose, the company moves faster and your team knows exactly where to focus.

Trap 5: You expect your team to deliver blindfolded

Let’s say you’ve done it right. You’ve delegated tasks, assigned accountability, maybe even used the 7 Levels of Delegation or the RACI model. But projects still get stuck. Developers are unsure of priorities, and PMs chase you for answers. As a result, that “ownership” you handed out feels more like chaos.

Why? Because you gave them responsibility, but not the tools or visibility to own it. You’re asking people to deliver outcomes without giving them a clear view of the road ahead. If you want you team to make informed decisions, they need more than a task. Give them resources, business context, and confidence they need to deliver without you.

Get out of the way and give your team the tools to run

Here’s how to step back and build a self-sufficient team.

1. Set clear priorities

Make sure your team knows what matters most. What’s urgent, what’s strategic, and what can wait.

    Use the Urgent vs. Important Matrix to categorize tasks.

    Keep priorities visible and updated in your planning tool.

    Link tasks to quarterly OKRs or strategic objectives.

2. Share business context

Help your team understand the “why” behind decisions: client goals, market pressures, and long-term vision.

    Invite key team members to join early-stage calls, discovery sessions, or demos.

    Kick off projects with business-oriented briefs.

    Hold regular strategy syncs.

3. Create frameworks and playbooks

Build reusable guides, such as delivery standards, client communication protocols, onboarding procedures, risk management steps, and quality assurance guidelines.

    Document standard operating procedures (SOPs) for common processes.

    Develop templates for client emails, project estimates, and reports.

    Regularly update playbooks based on lessons learned and team feedback.

4. Build a knowledge base

Centralize briefs, FAQs, best practices, and past project learnings so the team isn’t starting from scratch.

    Use a shared platform like Notion or Confluence to store all documents.

    Organize content by project phases, roles, or topics for easy access.

    Encourage team members to contribute updates and new insights regularly.

5. Trust and let go

You’ve hired smart people. Equip them, then give them room to deliver.

    Set clear goals and expectations upfront.

    Avoid micromanaging daily tasks, focus on outcomes.

    Recognize and reward initiative and ownership publicly.

The final is the hardest step: rely on your team. Let them run with 80% of the decisions. With the right support and resources, your team is set up to perform at their best.

Bottom line

Successful leaders don’t try to do everything on their own. They build capable teams that can take ownership and deliver results. When you trust your people to do their jobs, you free yourself to focus on growth and long-term success.

But delegation alone won’t get you there. To keep everyone accountable, you also need clear performance metrics. Ready to lead with clarity? 

Newsletter

Subscribe to our newsletter

Join 2000+ company leaders who subscribe to Wiseboard Insights to learn from our experience working with dozens of software development companies across different growth stages.

NEWSLETTER

Subscribe to our newsletter

Join 2000+ company leaders who subscribe to Wiseboard Insights to learn from our experience working with dozens of software development companies across different growth stages.

Illustration