How to Effectively Coach a Small & Medium-sized Business

Team Simply.Coach

Published

Time

5 mins read

The recent years have been good for small business coaches; the startup business is in big boom. 

If all goes well, a startup can graduate to becoming a larger company either by opening another office, generating revenues greater than $20 million, having more than 80 employees, or by getting acquired – as per Forbes.  

While that is the dream of all startups, the harsh reality is that they’re rather vulnerable to risks. According to statistics, 90% of startups around the globe fail. In fact, 2 out of 10 business fail in the first year of operations itself. And on an average, it takes 2-3 years for a startup to make profit. 

These numbers tell us that running a successful startup or a small business is no piece of cake. And that those few who do get to taste success, must be doing something that is working for them. 

And one of those things, for many small or medium-sized business owners, seems to be coaching. And that shouldn’t be surprising because numerous studies have found coaching to have positive effects, such as increased goal attainment, resilience, retention, engagement, motivation, workplace well-being and overall improved performance. 

According to Ram Gopalan, an Executive Coach of 10+ years and the Co-founder of Simply.Coach, the level of motivation he finds in startup founders and entrepreneurs in general has been much higher than others – an employee in a company, for instance. He also finds that they often have much more clarity in terms of what they want to achieve.  

Here are a few things he suggests for a business coach for small businesses: 

1. Work with milestones 

Instead of trying to set goals, set milestones. Usually, with founders, the goals are more or less around the following lines: run a successful business, see business grow, scale, make profit, become an industry leader, and the works….  

So, instead of working on these generic sorts of goals, work with short milestones instead. Doing this helps them walk on the path towards that larger objective and see it more clearly. As a startup coach, you can help them ascertain the pace at which they wish to go and establish what some interim milestones on the path to success would look like. 

2. Pay attention to the emotions  

Amidst the business’ growth, the emotions of a business owner also need to be paid attention to. The startup journey is nothing short of a roller coaster ride – there’s a lot going on: setting up the company from scratch, fundraising, dealing with customers, business growth, scaling, marketing, sales…. In the midst of all this, a small business coach can help the founder manage themselves and their emotions. This is a crucial aspect in the coach-client relationship. 

3. Help them establish structure 

Unlike a well-established company, a startup is not so structured. Things are usually happening in a very haphazard manner; circumstances are changing very quickly. 

A coach can, in such circumstances, help the founder step back, reflect, and connect it all back to the bigger picture, connect it back to what they are learning, and thus, what they can do better. They can help bring more structure where it’s missing and help the entrepreneurs recognise skillsets that they are going to need for what they want to achieve.  

4. Help them prioritize 

In a small business, there is usually very little maturity in terms of organisational functions such as marketing, customer support, sales, etc. And in such a setup, the entrepreneur is very often multitasking and performing several roles at once. In doing so, they often get constrained in their own thinking and end up ignoring matters at their own peril.  

In such circumstances, a small business coach can help founders prioritise things – to help them see and understand which battles are worth picking up and which can be let go. 

5. Stick to your role 

An important point to note is that coaches should be wary of becoming mentors or advisors or consultants to the client. As a startup coach, you should help the founders find their own answers, and not simply hand it to them. By doing the latter, you also end up taking their entrepreneurial power away from them. 

Lastly, a nuance one needs to be cognizant of is that most coaches may not be successful founders or entrepreneurs themselves. Typically coaches comes from a corporate background or they might have been part of businesses, but not necessarily as founders. So, a coach runs the risk of judging the founder they are coaching, thinking their goals or ambitions are too lofty or perhaps not enough. 

However, you must never limit your client. You don’t need to encourage them either. It is very important to understand the role that small business coaches play – there’s no need to put the brakes for the client, nor is there a need to encourage them to shoot higher than they currently are. It’s their call to take – and coaches need to be careful not to bring in judgments, prejudices, or personal opinions. 

Read More:

5 Common Challenges a Business Coach Faces

The Comprehensive Guide to Acquiring a Business Coaching Certification

10 Skills You Need to Be an Effective Business Coach

12 Effective Business Coaching Tools You May Not Have Heard Of

6 Tips for Launching a Successful Career in Business Coaching

How to Structure a Business Coaching Session for Success

Have questions?

Contact Us For More
  • What is Simply.Coach?

    Simply.Coach is an all-in-one digital coaching management platform designed for coaches, coaching businesses, and enterprises. It streamlines client management, session scheduling, goal tracking, and program delivery — all in one place.

  • Simply.Coach offers flexible pricing plans for solopreneurs, multi-coach businesses, and enterprises. Start with a free trial — no credit card required. Visit our pricing page for full details.

  • Yes! Simply.Coach fully supports group coaching programs with tools for managing cohorts, group sessions, shared resources, and collective goal tracking across participants.

  • Absolutely. Simply.Coach lets you create and sell coaching packages, bundles, and structured programs directly within the platform — with built-in invoicing and payment tracking.

  • Yes, Simply.Coach has a native mobile app available on both iOS and Android, allowing coaches and clients to stay connected, access sessions, and manage goals on the go.

  • Simply.Coach supports multiple languages, making it suitable for coaches and organisations working with international clients across different regions and time zones.

About Simply.Coach

Simply.Coach is an enterprise-grade coaching software designed to be used by individual coaches and coaching businesses. Trusted by ICF-accredited and EMCC-credentialed coaches worldwide, Simply.Coach is on a mission to elevate the experience and process of coaching with technology-led tools and solutions.

Start Free Trial

14 days, no credit card required

Schedule a Demo

Structured learning paths for coaches

Stop reading at random.
Follow a Coach Track.

Every Coach Track is a curated sequence of articles, frameworks, and tools built around your niche — so you build knowledge that compounds, not scatters.

Explore Coach Tracks