Summary: Seeking a proactive and discreet personal assistant to manage the lifestyle logistics for an entrepreneur and single dad, focusing on personal scheduling, travel, family planning, and social presence across multiple cities. Highlights: 1. Manage personal and family logistics for a busy entrepreneur 2. Independent and lifestyle-focused role requiring high discretion 3. Proactively manage social presence and coordinate international travel You will be the personal assistant to an entrepreneur and single dad who splits his time between Fort Lauderdale, Toronto, and LATAM. This is not a corporate executive assistant position. This is a private, lifestyle\-focused role managing the personal side of a busy life — including helping coordinate vacations, kids’ schedules, family logistics, and everything else that a parent juggling multiple cities and a demanding business needs help staying on top of. Your job is to make sure the non\-business parts of his life run smoothly — appointments, travel logistics, personal errands, social planning, and day\-to\-day coordination. You will operate independently from the rest of the business team. Discretion is not a bonus — it is the foundation of this role. Communication happens primarily through WhatsApp. You should be comfortable with fast, informal messaging and quick turnarounds. Personal scheduling and appointments. Book and manage haircuts, doctor visits, dental appointments, wellness sessions, and any other personal appointments across all three cities. You will need to research providers, confirm availability, send reminders, and reschedule when plans change. Travel and transport coordination. Arrange airport pickups, car services, restaurant reservations, and accommodations. Know what is available in Fort Lauderdale, Toronto, Buenos Aires and Bogotá — and have options ready before being asked. Family and vacation planning. Research and coordinate vacations, kids’ activities, camps, day trips, and family outings. Help manage children’s schedules, including pickups, drop\-offs, activities, and anything else that keeps things running smoothly when the kids are around. Personal brand and social presence. Proactively manage all personal social media accounts and online profiles to build the principal’s reputation both personally and within the sports industry. This includes updating content, curating photos, maintaining an active and polished presence across platforms, and ensuring profiles reflect current priorities. Event and experience research. Proactively find and recommend events, restaurants, nightlife, cultural experiences, fitness activities, and social gatherings across Fort Lauderdale, Toronto, Buenos Aires and Bogotá. You should be sending curated suggestions regularly — not waiting to be asked. You are expected to stay current on what is happening in all three cities. Errands and personal logistics. Handle tasks that range from ordering items online, coordinating deliveries, managing subscriptions, dealing with service providers, and anything else that would otherwise take time away from work and rest. Relationships and important dates. Maintain a calendar of birthdays, anniversaries, and important dates for family, children, friends, and key contacts. Research and recommend gift ideas, handle purchasing and delivery, and ensure nothing is missed. When the principal’s daughter has a birthday coming up, you should already have three gift options ready before being asked. Research and recommendations. When a need comes up — a new gym, a tailor, a weekend plan, a school for the kids, a last\-minute dinner spot — you research options, present the best two or three, and execute once a decision is made. **Requirements*** Resourceful and proactive. You do not wait for a task list every morning. You anticipate what is needed and handle it. * Extremely organized. You track everything — appointments, birthdays, preferences, deadlines, follow\-ups. Nothing gets forgotten and no one gets overlooked. * Comfortable with personal and sensitive tasks. This role involves managing social profiles, personal health appointments, and private matters. If that feels awkward to you, this is the wrong fit. * Digitally fluent. You are fast on your phone, comfortable with WhatsApp, Google Calendar, social platforms, and whatever tools the job requires. You figure out new apps quickly. * Bilingual in Spanish and English. You will research and coordinate in Spanish across Colombia and communicate in English with the principal. Professional fluency in both is required. * Knowledgeable about or willing to learn Fort Lauderdale and Toronto. You do not need to live in these cities, but you need to know how to find the best options in them — restaurants, events, services, providers — as if you did. * Discreet. You will know personal details about someone’s life. That information stays with you. Always.