The Leadership Coaching Guide for Modern SaaS Owners

In the world of SaaS, there are a lot of moving parts.

A multi-faceted approach to leadership coaching can help you develop your company and its employees, while keeping the rest of the business running smoothly.

But, what exactly is leadership coaching?

More importantly, why does your SaaS company need it? And, how can you use it to benefit your team and business?

Today, we'll answer all of those questions and more, starting with the basics.

What Is Leadership Coaching?

Leadership coaching is the art and science of working with your team, helping them improve their leadership abilities.

It's a unique mix of both the personal and the professional; it requires you to take a holistic approach that can range from broad-stroke visions to granular tactics.

Your coaching can be used to help shape your business strategy, guide organizational change, or even just to resolve an interpersonal conflict.

Either way, coaching can help you and your employees function as an efficient team to accomplish the common goal of running a successful SaaS.

The Role of Coaching in Modern Organizations

Coaching is becoming more and more prevalent in the workforce today.

In fact, research from Bersin by Deloitte shows that 63% of companies have at least one coaching initiative in place right now.

What's more, 40%-80% of employees at those companies agree that the coaching they receive has improved their performance, work relationships, and overall experience.

In other words, coaching is a win-win for both employees and employers.

By working one-on-one with your employees, you can help them develop the soft skills they need to become better leaders.

That might mean teaching them how to better communicate or how to be more empathetic.

But, it could also mean teaching them time management or negotiation skills, depending on their unique needs.

Why Does Your SaaS Company Need Top-Notch Leadership Coaching?

Leadership coaching is an invaluable resource in a constantly changing industry.

In the modern workforce, employees are looking for more than just a paycheck; they want to know that their work has a deeper impact.

They want to feel like they're part of something meaningful and that their jobs can make a difference.

Coaching lets you help your employees develop the skills they need to feel fulfilled at work.

And, when employees are happy and engaged, your SaaS company is more likely to function smoothly and efficiently.

Some other benefits of leadership coaching include:

  • Helping employees avoid conflict by communicating more clearly: When everyone understands each other's roles, employees can work together efficiently and successfully.
  • Preventing miscommunication: A lack of communication is one of the leading causes of conflict, both between employees and with customers.
  • Keeping your team focused on achieving a common goal: A strong leader can rally their team toward a common goal, increasing productivity and focus.
  • Helping employees grow in their current roles: With coaching, your employees can build on their strengths to make the most out of their current positions.

The Different Leadership Coaching Styles

Now that we've covered what leadership coaching is and why it's so important, let's talk about the different styles that exist.

Your leadership coaching style will depend on the type of leader you are, your employees' needs, and even the industry you're in.

However, there are a few styles that stand out as the most effective.


This is a command-and-control style that gives employees little to no choice or autonomy. It's used with leaders who value control and is most common in military organizations.

For instance, a general might give their soldiers a very specific mission and expect them to complete it without any input from the team members themselves.

The same way, an autocratic leadership coach can give their employees clear directions and expect them to follow those instructions without question.

This might work well if your employees are used to more of an autocratic management style, but it's not conducive to building a more open and collaborative team environment.


This is a consensus-driven approach that seeks input from the employees so that they can work together toward a shared vision.

The democratic coach emphasizes collaboration and teamwork, which boosts morale and results in higher employee engagement.

For instance, a democratic coach might have their employees generate ideas together before deciding on the best solutions to a problem.

This style is effective for leaders who are confident in their own knowledge but want to hear what their employees have to say.


A visionary leadership style is the opposite of an authoritarian approach, which gives employees plenty of room to be creative and share their ideas.

This is a good style for leaders who value employee development and want to give their team members plenty of opportunities to grow.

A visionary coach might set some general guidelines for employees to follow but allow them the freedom to explore their own opinions and interests.

This can lead to more dynamic discussions about shared tasks and greater employee satisfaction.


Holistic leadership coaching is a combination of the visionary and democratic styles, striving for consensus on important decisions while allowing room for creativity and individual expression.

For instance, a holistic coach might ask employees about their opinions on how to approach a specific problem and then seek consensus once everyone has had a chance to share their thoughts.

This style is ideal for leaders who want to promote team engagement and creativity while still maintaining a sense of direction, which can help make your company more efficient.

How To Implement Leadership Coaching in Your SaaS Business

Now that you know the different leadership coaching styles, it's time to choose how you want to coach your employees.

Some helpful steps include:

Define a Clear Outcome

Coaching isn't just about telling employees what to do and where to go next.

Instead, it helps them set clear goals and develop actionable plans for attaining those goals.

The most successful coaching sessions have a clear definition of the problem or opportunity that needs to be addressed and a defined endpoint for where your employees want to be.

So, before your first coaching session, write down exactly what you want to accomplish and what your employees should be able to do by the end of the conversation.

This way, you can make sure that you're on the same page and that your employees know exactly what they should expect from the session.

Involve Your Entire Team

When you coach your employees as a group, it allows them to see the bigger picture and gain perspective from their colleagues.

On top of one-on-one meetings with your employees, invite them to a group setting where they can discuss challenges and share their insights.

This can strengthen your team culture and help employees feel more connected to each other.

It also allows them to learn from one another so they don't have to work so hard reinventing the wheel.

Choose the Right Style

Leadership coaching is extremely versatile, but it's still important to choose the approach that will achieve your company's goals.

Your SaaS company needs top-notch leadership coaching, so you want to make sure you choose a style that gives your employees what they need.

It's all about striking the right balance between freedom and control, so choose a coaching style that lets your employees feel supported and fulfilled.

For instance, if you have a new team member who needs time to get up to speed before taking on any major responsibilities, a democratic approach may be the best option.

With this style, your employees have more freedom to share their opinions, but your vision stays clear and intact.

If you want to make sure your company is executing top-notch strategies, then an autocratic approach may be best because it will ensure that tasks are completed efficiently.

Of course, a visionary style can also help your team stay focused on the bigger picture.

Each coaching style will have different effects, so it's important to choose one that fits your company's goals and needs.

Measure Constantly

Once you start coaching your employees, it's important to monitor their progress and adjust as needed.

Oftentimes, the first few sessions will feel awkward, so you might not see results immediately.

However, the most successful coaching sessions are those where leaders measure their employees' progress and make the necessary adjustments along the way.

For instance, you might want to check in with your employees every two weeks during their first few sessions to make sure they are on the right track.

As your employees grow more comfortable with leadership coaching, you can check in less frequently or wait until they have big milestones to discuss.

You should stay flexible with your approach so you can respond, adjust, and improve as needed.

Use a Proven Process

Finally, when you're coaching your employees, it's important to have a solid plan of attack.

A leadership coaching process can help you and your employees create a comfortable environment where they can explore their challenges and feel free to share ideas.

A proven process will give your employees confidence, so it's important to build one that works for your company.

This doesn't mean that you have to follow a specific method, but it does help to guide your sessions with a concrete framework.

For instance, if you know that your team members have trouble with a certain task, you might want to include it as a topic in the next session so they can brainstorm better strategies.

You might even want to use a process map so everyone knows exactly what they'll cover in each session and how it all ties together.

This way, everyone will be more comfortable and your employees will feel like they're on the same page during each session.

Leadership Coaching Is No Longer a Luxury

Leadership coaching can help you and your employees become more productive, so it's important to choose a style that fits your company's needs.

In the end, when you have the right leadership coaching approach, your team members will be able to better manage their time and become more productive.

As a result, they'll have more free time to do what they want, but your company will still have the structure it needs to succeed.

Put all of this together, and you'll find that leadership coaching can help your company grow and improve.


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