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

The Role As a Sidekick...

We're currently looking for Sidekicks based in or around Johannesburg 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 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 thoughtfully curated to your clients needs

• Being the person who anticipates your clients personal needs like, booking doctor's appointments, scheduling that overdue eye test, and more.

• 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

• Completing tedious paperwork for applications and being the main point of contact for your client

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

• Booking and wrangling a high volume of calls and meetings before they wrangle your client's diary

• Fixing calendar sync issues across platforms (Google, Outlook) so nothing gets missed

• 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

• Getting password and access management properly locked down across a team

• Keeping the money stuff moving - invoices, receipts, expenses, and whatever else 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.

Who You Are

• You genuinely love helping others and will go the extra mile to bring joy and order to their lives

• Confident and proactive, you run with clear instructions without needing to be micromanaged

• Process-driven and analytical, you'd rather follow (and improve) a good system than freestyle

• Highly organised, thorough and detail-oriented

• Extremely reliable, honest and upfront, you own mistakes rather than cover them up

• A strong two-way communicator who manages expectations, creates clarity and builds strong client relationships

• Curious, humble and open-minded, you actively seek feedback to keep growing

• You bring positive, uplifting energy and find joy in the mundane, from errands to everyday tasks

Requirements

• Fluent in English

• Own Laptop

• Based in or able to reliably commute to Johannesburg

• 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!