Chaeslin Trollip portrait

Leadwith vision.

Practical development for people
and businesses ready to grow.

Chaeslin Trollip leading worship at Crossover City Church

Meet Chaeslin.

Chaeslin is the pastor at Crossover City Church, and that's the foundation everything else sits on. Outside the pulpit he mentors people one-on-one, works as a life coach and consults with business owners on strategy and leadership. Different settings, same purpose: help people get honest about where they stand and stay with them until they move forward.

Build the whole legacy.

Legacy Builders mentorship participant
“I don’t take this time, wisdom, and investment lightly. I’m grateful for the genuine investment in my growth.
New Partnership

Education & Training.

Chaeslin has officially joined Konnect Education as Head of Konnect Education for the Northern Cape.

A partnership focused on getting people and organisations into real, accredited training — across education, IT and computers, wholesale and retail, finance, travel and tourism, and early childhood development (ECD+). The courses are industry-relevant and affordable, delivered in a supportive environment built around real career outcomes, backed by corporate partnerships that extend the impact into the wider community.

Konnect Education prospectus cover — Northern Cape partnership announcement

Our clients.

“I had the incredible opportunity to work with Pastor Chaeslin Trollip as my life coach, and I am truly grateful for the transformative experience I had. His guidance, wisdom and unwavering support have had a profound impact on my life.”

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Aphiwe DingaLife Coaching Client

“Reflecting on our first session together, I must say it was a lot of inner searching — realising myself more, if that makes sense. What was profound for me was the sense of ‘I need to do what I set out to do,’ because I am now held accountable.”

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Mentorship ClientFirst Session Reflection

“Over the past two months, the Legacy Builders Mentorship Program has really impacted me. I’ve learned the importance of honesty — being truthful about where I am instead of pretending everything’s fine.”

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Mentorship ParticipantYouth Leader & Social Media Manager

Every pillar. One legacy.