Sidekick (Personal/Executive Assistant) - Umhlanga, KZN

About the role

As a Sidekick, you'll work with one or more clients, supporting them across their personal and professional lives. 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 clients 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, you might be helping with: Calendar ping pong and wrangling someone's schedule before it wrangles them Planning an epic overseas trip (that doesn't involve a 14-hour layover in Dubai) Finding birthday gifts that are thoughtful, on time (and not a regift of your granny's bath soaps) Planning & organising meals that are healthy, affordable, and not the same sad salad Being the person who actually books the doctor's appointment Decoding a medical aid claim before it becomes a 6-month saga Keeping the finances from becoming a shoebox of receipts and good intentions Taking their car in for a service before they knew it was due Business Assistance Or on the professional side, you could be working on things like: Taming the inbox that multiplies like rabbits - triaging, drafting, unsubscribing, actually replying Turning chaotic notes, voice memos and meeting notes into neatly-organised and actionable projects & tasks Building and maintaining the systems, standard operating procedures, meeting rhythms and information that keeps everything organised and everyone sane Keeping the money stuff moving - invoices, receipts, expenses, and the bookkeeping your client has been 'about to do' for three months Building team culture and celebrating people - birthdays, all-hands, year-end functions, the moments that matter Managing socials so your client has a presence without it consuming their existence Creating the deep-dive research docs, slide decks, and spreadsheets your client keeps bumping to 'when things are quieter' (they won't be) Keeping the office running - supplies, lunches, deliveries, cleaners, visitors, the stuff nobody notices until it stops working Planning the work trip down to the last detail. Flights, hotels, transfers, restaurants, and the backup plan when something inevitably goes wrong.

Requirements

• Genuinely love helping others, solving their problems, and being willing to go the extra mile to bring joy and order to their lives
• Extremely reliable and trustworthy
• Curious, open-minded, humble, and actively seek feedback to continuously grow and improve
• Highly organised, thorough and a detail-oriented perfectionist
• A great communicator who expertly manages expectations and creates clarity
• Positive, enthusiastic, uplifting energy
• Builds strong, close, fun, professional relationships with clients
• Proactive and takes initiative
• Willingness to run errands and do unglamorous work
• Based in (or 20 minutes from) Umhlanga
• Fluent in English
• Valid driver's license and your own car
• Tech-savvy and enjoy adopting new tools (e.g. Claude, Notion, etc)
• Compensation, application process & other FAQs
• Please visit our Careers page.
• 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!

Benefits

Additional Information

About Sidekick We help founders (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

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