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The Role In One Sentence You'll be the central nervous system for a creative entrepreneur running real estate development, two nonprofits, and an angel investment portfolio—orchestrating complex schedules, triaging communications, managing household and childcare logistics, tracking finances, and ensuring nothing important gets dropped while fiercely protecting personal and family time. Who You'll Support I'm a creative entrepreneur with a background spanning fine arts, food, and publishing. I studied for an MFA at CalArts, have a Masters in Food Studies from NYU, and a BA in Fine Art and History from the University of Montana. I founded and direct Montez Press Radio (2018-present) and Montez Press (2015-present), and previously owned a food business for a decade. I'm also a micro angel investor and developing real estate across five locations (NY, Maine, Montana, UK, Italy). I'm a single mother to a three-year-old, deeply committed to wellness (kundalini yoga, hot yoga, Peloton, healthy eating)—I hold multiple yoga teacher training certifications—and protective of creative time for music (vocal training, piano, music production) and personal practices like tarot and astrology. My life is complex by design—and I need someone who sees that complexity as an interesting puzzle rather than chaos to be survived. You'll be my primary support person, with potential to work alongside additional specialized team members as we grow. What You'll Own Calendar Mastery (30%) • Own the complete calendar—no meeting gets scheduled without your orchestration, • Integrate business meetings around protected personal time (wellness, family, creative practice), • Navigate competing priorities: Montana permit deadline + daughter's school event + board meeting, • Build buffer time for real estate negotiations and creative work, • Anticipate conflicts three moves ahead, • Coordinate long-distance relationship logistics (CA partner visits, travel planning) Communication Hub (25%) • First responder to all email across personal and business accounts, • Achieve inbox zero daily through ruthless filtering: immediate attention vs. wait vs. handle entirely, • Draft responses for routine queries (vendors, meeting requests, donor communications, parent-teacher), • Flag urgent items with full context so decisions can be made quickly, • Manage communication with co-parent (scheduling handoffs, logistics—not emotional navigation), • Handle household and business vendor communications Childcare and Household Coordination (20%) • Communicate with and schedule babysitters and childcare providers, • Coordinate backup childcare coverage for travel, evening events, or unexpected needs, • Manage co-parent handoff logistics (timing, location, communication), • Coordinate daughter's school communications, activities, and scheduling, • Communicate with and schedule dog walker; arrange backup coverage as needed, • Coordinate with cleaning service, home maintenance vendors, and household service providers, • Build and maintain relationships with trusted childcare and household vendors Financial Tracking and Payments (15%) • Ensure all invoices are paid on time—personal and business, • Track and process payments to contractors, vendors, childcare providers, and service providers, • Prepare weekly spending reports for both personal and business expenses, • Flag unusual expenses or budget concerns proactively, • Maintain organized records for tax preparation and bookkeeper handoff, • Track subscription renewals and recurring payments Project Oversight and Integration (10%) • Maintain master tracker showing status across all domains (real estate, nonprofits, investments), • Follow up on outstanding items: contractor deliverables, permit timelines, board meeting prep, • Escalate issues that need principal decision-making with clear options and recommendations, • Prepare weekly briefing: what's coming, what needs attention, what's been handled, • Keep real estate license coursework on track—monitor deadlines and requirements AI & Systems Optimization (Emerging Priority) • Use AI to accelerate drafting, research, and workflow execution, • Implement Claude Code or similar tools to support automation and process optimization, • Identify opportunities to reduce friction and increase leverage through systems design Success Looks Like • Zero missed meetings or double-bookings (business OR personal), • Inbox zero achieved daily across all accounts, • Principal spends less than 30 minutes on email daily, • Wellness commitments happen 4-5x/week (never sacrificed to work fires), • Childcare is always covered—no last-minute scrambles, • All invoices paid on time; no late fees or missed payments, • Weekly spending reports delivered consistently, • Principal has mental bandwidth for strategic decisions because operational details are handled You're Ideal If You • Have 5+ years supporting executives in complex, multi-domain environments, • Have strong experience with Notion, Asana, and/or Obsidian as system hubs, and be actively expanding your fluency across multiple AI platforms, • Expanding knowledge of implementing Claude code for optimization and automation on multiple AI platforms, • Thrive on variety—real estate one hour, nonprofit donor call the next, then childcare scheduling, • See personal life management as foundational, not secondary to "real work", • Have experience managing household logistics, childcare coordination, or family office operations, • Are comfortable with financial tracking, invoice processing, and expense reporting, • Make excellent judgment calls about what needs escalation vs. handling independently, • Communicate proactively—you share updates before being asked, • Are comfortable with ambiguity and can create structure where none exists, • Have a genuine interest in wellness and understand its role in sustainable high performance You're Not a Fit If You • Need rigid 9-5 boundaries (some weeks will require evening flexibility for time zones or childcare emergencies), • View personal scheduling or childcare coordination as "beneath" executive assistant work, • Require detailed instructions for every task, • Have only supported single-focus executives in corporate environments, • Are uncomfortable handling financial information or tracking expenses, • Struggle with multiple competing priorities and fast context-switching, • Have multiple roles under 18 months on your resume (I'm looking for a long-term partnership), • Have no experience with Notion, Asana, or Obsidian platforms, as well as AI platforms Compensation and Structure • $45,000-55,000/year ($43-50/hour equivalent), • 18-22 hours/week, flexible scheduling, • Fully remote with occasional NYC in-person (quarterly planning, special events), • Contractor or W-2 available, • Annual review with performance-based increases, • Looking for 3+ year commitment from the right person, • Growth potential: as the team expands, this role becomes the coordination hub To Apply: Send your resume and a brief note explaining why this role interests you. Then answer this scenario: SCENARIO: It's Tuesday morning. You're reviewing the week and notice: (1) A Montana contractor needs a decision by EOD Wednesday or the permit timeline slips two weeks. The principal is in back-to-back board meetings Tuesday and has blocked Wednesday morning for her daughter's school performance. (2) An investor she's been pursuing for 6 months just emailed asking if she can do a call Thursday—but Thursday has her only yoga class of the week and a co-parent handoff at 5pm. (3) The regular babysitter just texted that she has a conflict Friday evening, when the principal has a nonprofit gala she's hosting. (4) You notice three invoices due this week that haven't been paid yet: the dog walker, a contractor deposit, and the monthly cleaning service. Walk me through your triage process and what you'd recommend for each item. Your response tells me how you think. There's no single right answer—I want to see your judgment, prioritization, and communication style. Applications without the scenario response will not be considered. A Note on Philosophy I believe sustainable high performance requires infrastructure. When household chaos consumes mental bandwidth, strategic thinking suffers. When exercise gets sacrificed to "urgent" work, energy depletes. When childcare is uncertain, focus is impossible. This role isn't about running errands—it's about architecting the systems that make excellence sustainable. The right person will understand that coordinating childcare, protecting yoga time, and ensuring invoices are paid on time aren't separate from "real" executive support. They ARE executive support. If that resonates with you, I'd love to hear from you.

Pet Sitters Wanted – Join Our Premium Team in NYC.

Dog Walkers provide in-home pet sitting, dog walking and overnight care for our clients' pets.

Provide care for dogs and cats at your home, our space, or the client’s home, ensuring their physical and emotional well-being.

Is that what dog walkers do? Right, some dog walkers work for companies that do what's called "pack" or "group" walks. These are often the same jobs that pay a flat hourly wage, regardless of how many dogs are being walked at a time or in a day, and regardless of how far away the dogs are from each

An exciting opportunity awaits for a Dog Walker Associate to follow safety procedures and company policies, maintain accurate records and documentation, and work collaboratively across teams and departments.

As a Dog Walker, you will be responsible for providing safe and enjoyable walks for pets, including: provide safe and engaging walks for dogs.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Earnings are typically equivalent to $15–$25+ per hour, but workers set their own rates and may earn additional income through tips and holiday bookings. Benefits include flexible scheduling, the ability to set your own rates, customer tips, holiday booking bonuses, and the ability to operate inde

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested. Workers communicate with pet owners by sending updates and photo

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.

Rover pet sitters and dog walkers provide pet care services such as dog walking, drop-in visits, feeding pets, refilling water, cleaning litter boxes, picking up waste, providing companionship, and overnight pet sitting when requested.