Sidekick (Personal/Executive Assistant) | Pretoria

ABOUT SIDEKICK We help Founders, CEO's, Directors (and other busy humans) escape admin overload by pairing them with hand-picked assistants who protect their clients' most valuable resource; time. We're a small team of kind, big-hearted, excellence-obsessed people who genuinely love helping people thrive. See our website for more info: www.sidekick.cool http://www.sidekick.cool THE ROLE AS A SIDEKICK... We're currently looking for Sidekicks based in or around Pretoria who thrive in fast-paced, high-agency environments, and who are process-driven, for hybrid part-time or full-time client support. No two days look the same, and that's exactly why this role suits people who are organised, adaptable and energised by variety. You'll be matched with a client(s) whose needs align with your skills and experience. Over time, many Sidekicks grow into indispensable partners in their clients' lives. PERSONAL ASSISTANCE Depending on your client(s), you might be helping with: - Supporting home errands and small renovation or repair projects as they come up - Being the person who anticipates your client's personal needs and general life admin as the relationship grows - Picking up the household load that currently falls on a partner or spouse - Meal planning and grocery list coordination - Being the main point of contact for all of your clients needs BUSINESS ASSISTANCE Or on the professional side, you could be working on things like: - Taming the inbox that multiplies like rabbits, especially when your client is travelling or heads-down - triaging, drafting, flagging what needs a response - Post-meeting follow-up, note-taking and task capture, working alongside whatever meeting-notes and project-management tools your client already uses - Liaising on your client's behalf with skilled communication - Logistics support during busy weeks - picking things up, coordinating with a stretched team, being a point of contact - Being polished and professional enough to represent your client when the need arises WHO YOU ARE - Confident and able to run with a clear instruction without needing to be micromanaged - Honest and upfront, someone who owns mistakes rather than covering them up - A strong two-way communicator - Genuinely love helping others and willing to go the extra mile - Curious, humble, and actively seek feedback to grow - Positive, proactive energy, and find joy in the mundane tasks REQUIREMENTS - Fluent in English - Own Laptop + Fast & Reliable WiFi - Based in or able to reliably commute to Pretoria - Valid driver's license and your own car - Tech-savvy and enjoy adopting new tools (e.g. Claude, Notion, etc.) - A bonus if you have some background in production, media or project management, though attitude and adaptability matter more than industry experience COMPENSATION, APPLICATION PROCESS & OTHER FAQS Please visit our Careers page https://sidekick.cool/careers/. GOOD LUCK! Some people are just wired to help. If that's you, and you take quiet pride in doing things properly, we'd love to hear from you. All the best with your application, we're rooting for you! PS. A quick note on "full-time": this isn't a permanent employment role. Like most Sidekicks, you'll work as an independent contractor, and we'll match you with several clients to fill your week (for example, four clients at 10 hours each for a 40-hour week). If a client ever ends their engagement, which is rare, they're required to give one month's notice, and we'll work to match you with a new client in that time.