What successful founders get right that first-time entrepreneurs often don’t

by 10 November 2025Kristine Pearson's Commentaries

A dentist works on a car engine
A dentist working on a car engine
When you start a business or non-profit, it is natural to wear many hats. You are the founder, salesperson, finance manager, IT support and customer service team. But between the excitement of launching and the grind of survival, too many founders fall into the trap of trying to do everything themselves. This can be costly, not just in time and energy but in how your enterprise is perceived.

You would not go to an auto mechanic for a tooth filling any more than you would ask a dentist to fix your car. Yet after years of mentoring early-stage founders, I’m still surprised by how many handle their own branding.

I’ve seen logos that don’t fit the business, colour palettes that clash, taglines that could belong to anyone, and websites that are too wordy or confusing. Even when the product or service is solid, the visual presentation often isn’t. And in an era when first impressions happen online, that matters.

Of course, I understand the need to save money, especially when you’re bootstrapping or chasing your first funding round. You might ask a student or a friend who “knows Wix” to help, or turn to AI to create a logo. However, before you go live, get feedback from people whose opinions you respect. And be cautious with AI-generated designs. AI-created logos are largely based on existing images and may not be original or legally trademarkable. What seems clever and inexpensive now could become a costly legal problem later, as a friend of mine recently found out.

Branding isn’t decoration or just your logo and colours; it’s strategy made visible. It shapes how people experience and remember your brand. When your visuals, tone and message align, everything else starts to work harder for you. Your brand represents your values, reputation, and promise to your customers/clients/people you serve. Make it unforgettably awesome.

A happy lesson from the World Flourishing Organization (WFO)

Recently, we collaborated with the World Flourishing Organization, a company whose leaders are highly educated, intelligent, creative and global, who recognised they weren’t rebranding specialists. They understood that bringing in outside help was not a weakness but a strength.

They came to LESA Communications to help reshape their identity to reflect their evolving mission and international reach. Together, we refined their logo, colour palette and visual identity, and redesigned their website, brand guide, and social templates. The result is a coherent, modern brand that reflects who they are and where they’re going.

“Our mission is to make flourishing a clear, measurable, and achievable goal for the future of work to benefit employees, organizations, and society as a whole. Peak performance happens when flourishing becomes the measure of success. LESA helped us craft this message clearly, succinctly, and memorably. It has been a rewarding and eye-opening experience working together. We learned so much.”
 
—Eleanor Allen, CEO of the World Flourishing Organization

What made the collaboration successful was trust. They focused on advancing the science and practice of flourishing while letting specialists handle design and strategy. That is how real progress happens, through collaboration, not control.

The LESA Communications team also benefited personally and professionally. Working with WFO deepened our understanding of the science behind the six dimensions of human flourishing, (as defined by the Human Flourishing Program at Harvard University): happiness and life satisfaction, mental and physical health, meaning and purpose, character and virtue, close social relationships and financial and material stability. Applying this science to the workplace is part of the WFO’s mission, while at LESA, our mission is translate purpose and impact into clear, cohesive visual identities.

Common start-up pitfalls and why branding matters for funding

Beyond branding, I see a few recurring mistakes among early-stage entrepreneurs. Many struggle to define a clear value proposition, relying on vague claims like “We’re changing the world,” or We’re transforming African healthcare,” which sound inspiring but mean little without proof. Messaging is often inconsistent and too few founders invite honest feedback. Arrogance, not confidence, is another issue.

All of this affects your ability to raise funds. Investors and donors are drawn to clarity and coherence. If your brand, pitch and materials are inconsistent or unclear, it signals uncertainty. Strong branding doesn’t replace substance, but it communicates credibility and seriousness, which are essential when someone is deciding whether to back you.

That’s why professional help is worth it. My question is always the same: can you afford not to?

If budgets are tight, talk to agencies about payment plans or deferred options. Many, especially in the Global South, are affordable and every bit as skilled as their international peers. Funders may hesitate to allocate money to branding, but it merits trying convincing them to earmark a small amount. It’s not simply an expense; it’s a lever for growth.

As the World Flourishing Organization discovered, the right collaboration doesn’t just make your organisation look better, it makes it work better, makes your story stronger, and will be more likely to attract the support you seek.

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Eleanor Allen
Our mission is to make flourishing a clear, measurable, and achievable goal for the future of work to benefit employees, organizations, and society as a whole. Peak performance happens when flourishing becomes the measure of success. LESA helped us craft ...
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Eleanor Allen
Our mission is to make flourishing a clear, measurable, and achievable goal for the future of work to benefit employees, organizations, and society as a whole. Peak performance happens when flourishing becomes the measure of success. LESA helped us craft this message clearly, succinctly, and memorably. It has been a rewarding and eye opening experience working together. We learned so much.
Colin McElwee
Since the inception of Catalyst 2030, LESA Communications has been a first class support and partner. In the time that Catalyst has grown from a handful of organisations to more than three thousand, Lesa has accompanied us all on this incredible ...
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Colin McElwee
Co-founder, Worldreader and Catalyst 2030
Since the inception of Catalyst 2030, LESA Communications has been a first class support and partner. In the time that Catalyst has grown from a handful of organisations to more than three thousand, Lesa has accompanied us all on this incredible journey of growth. Everything from tactical communications that has helped the org to scale across the globe to strategic input so that this growth dynamic did not dilute the brand message. Very good at working across cultures and especially at deeply understanding the way to communicate between global north and global south and vice versa. These skills are in short supply. Very happy to highly recommend LESA.
Colin McElwee
Colin McElwee
Co-founder, Worldreader and Catalyst 2030
Luvuyo Rani
The LESA Communications workshop was excellent. The Silulo Foundation entrepreneurs learned so much. It was practical, engaging and empowering. It brought a lot of aha moments for those entrepreneurs who are not using social media. Thank you so much for ...
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Luvuyo Rani
Founder Silulo Technologies and Silulo Foundation
The LESA Communications workshop was excellent. The Silulo Foundation entrepreneurs learned so much. It was practical, engaging and empowering. It brought a lot of aha moments for those entrepreneurs who are not using social media. Thank you so much for your time and empowering our Foundation entrepreneurs.
Luvuyo Rani
Luvuyo Rani
Founder Silulo Technologies and Silulo Foundation
Loyiso Dotwana
The LESA team is on-time, on-budget, creative and original in their thinking. Hire them!
Loyiso Dotwana
President Nelson Mandela Bay Chamber of Business, Director Afrimat, Director Hyprop Ltd, Director Flambard Capital, Founder & Chair Iliso Consulting
The LESA team is on-time, on-budget, creative and original in their thinking. Hire them!
Loyiso Dotwana
Loyiso Dotwana
President Nelson Mandela Bay Chamber of Business, Director Afrimat, Director Hyprop Ltd, Director Flambard Capital, Founder & Chair Iliso Consulting
Jim Fruchterman
I’m happy to recommend LESA Communications highly, based on our excellent experience with them as our primary communications partner since we launched our new nonprofit several years ago. They’ve done it all for us: helped us pick product...
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Jim Fruchterman
Founder and CEO TechMatters, Founder and former CEO Benetech
I’m happy to recommend LESA Communications highly, based on our excellent experience with them as our primary communications partner since we launched our new nonprofit several years ago. They’ve done it all for us: helped us pick product names, build websites, develop multiple blog series to help tell our impact stories, arrange high quality photography in the field in Africa, and more. In addition to doing so much of the comms day-to-day and project work, they also act as our outsourced comms director, helping us stay on program, develop story pitches and work with media outlets to cover our work. All while meeting the typical tight deadlines and at a surprisingly affordable cost.
Jim Fruchterman
Jim Fruchterman
Founder and CEO TechMatters, Founder and former CEO Benetech
Steve Waddel
I am very impressed with the quality of LESA Communications with the readability and visual presentation of materials online and in hard copy, and grateful for their advice on communications organising and strategy. I recommend them to others!
Steve Waddel
Founder BounceBeyond, Founder and Co-lead SDG Transformation Forum
I am very impressed with the quality of LESA Communications with the readability and visual presentation of materials online and in hard copy, and grateful for their advice on communications organising and strategy. I recommend them to others!
Steve Waddel
Steve Waddel
Founder BounceBeyond, Founder and Co-lead SDG Transformation Forum
Jeroo Billimoria
Over the past four years, the LESA team has played a pivotal role in establishing our brand identity. This includes creating our logo, brand colours, and brand and style guidelines. Moreover, they have expanded...
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Jeroo Billimoria
Co-founder and Chief Facilitator Catalyst 2030, Founder Child Helpline International, Aflatoun and serial social entrepreneur
Over the past four years, the LESA team has played a pivotal role in establishing our brand identity. This includes creating our logo, brand colours, and brand and style guidelines. Moreover, they have expanded the website from five pages to a comprehensive ‘parent’ site with 12 sub-domains. Our website, www.catalyst2030.net, ranks among the top 8% of websites according to Google Analytics, a testament to their website development expertise.
Jeroo Billimoria
Jeroo Billimoria
Co-founder and Chief Facilitator Catalyst 2030, Founder Child Helpline International, Aflatoun and serial social entrepreneur

Kristine Pearson

Kristine Pearson is the founding Chief Executive of Lifeline Energy since 1999. She was previously an executive with a large South African banking group. Kristine is a fellow of the Schwab Foundation of the World Economic Forum; received a Lifetime Achievement Award from the African Women’s Innovation and Entrepreneurship Forum; served 8 years on the Women’s Leadership Board of the Kennedy School of Government at Harvard University; was named a Hero of the Environment by Time magazine and was a recipient of the James C. Morgan Global Humanitarian Award.

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