Executive Assistant to Chief Executive Officer

Senior Executive Assistant to the CEO

Founder Support, Executive Operations, Inbox, Travel, Relationships & Special Projects

Location: Remote Bogotá / Colombia preferred

Schedule: Full time EST business hours

Travel: US travel eligibility or active visa, strong plus

Compensation: $1500–$2500 USD per month

Experience: 5+ years

Most assistant jobs are about managing a calendar

This role is for a highly organized, tough, resourceful, detail obsessed operator who wants to work directly with a visionary founder building across insurance, real estate, personal brand, podcasting, strategic partnerships, capital relationships and multiple business ventures

Jerry Katz is the Founder and CEO of Premier Protection Insurance Services, a strategic insurance and risk advisory firm serving real estate investors, operators, lenders, family offices, entrepreneurs and high net worth clients. Premier is not a commodity insurance agency. The company helps clients protect NOI, cash flow, lender confidence, liquidity and long term portfolio value

Jerry is also building the Jerry Katz CEO personal brand, the Real Estate Profit Boost podcast, a real estate portfolio, strategic partnerships, investor relationships and multiple business initiatives. The personal brand is not social media. It is an authority, relationship, distribution, and monetization engine

We are looking for someone who can become the command center around Jerry

Jerry is a high energy visionary. He moves fast, creates opportunities, thinks strategically, makes high level decisions and operates across many relationships, and companies at once

He does not need someone passive

He needs someone organized where he is not

Structured where he is fast moving

Analytical where he is instinctive

Calm where things are chaotic

Strong enough to push execution forward

Smart enough to know what matters

Tough enough to not take no for an answer

Your job is to protect Jerry’s time, capture every opportunity, route communication correctly, solve problems before they reach him and drive execution until the outcome is complete

What You Will Own

You will monitor and manage Jerry’s inbox, calendar, travel, communications, follow ups, meetings, real estate matters, legal coordination, podcast opportunities, strategic relationships and special projects

Every communication must be evaluated

Is this an insurance opportunity?

A client issue?

A TAO strategy call?

A podcast guest?

A strategic partner?

An investor?

A capital opportunity?

A real estate issue?

A legal matter?

A marketing opportunity?

A referral source?

A Jerry must call?

Nothing important can be missed

You will route items to the right department, report and coordinate for Anthony the COO, follow up with internal teams, work with attorneys and vendors, and make sure important things keep moving without Jerry having to make every small decision

Anthony runs company operations, execution, scorecards, systems and accountability. This role is different. You are directly supporting Jerry’s leverage, communications, relationships, travel, personal brand, real estate matters and founder level priorities

The Standard

If a restaurant loses power three hours before a C suite dinner, you do not ask Jerry what to do

You find another high quality restaurant, confirm the reservation, update the calendar, notify every guest, confirm logistics and make sure Jerry walks in prepared

If a CEO does not respond to a meeting request, you do not say “I emailed three times.”

You change the approach, create urgency, follow up intelligently, use the right relationship angle, escalate when appropriate and get the meeting landed

If Jerry says “I need an LLC,” you do not just email the lawyer

You coordinate the lawyer, gather the documents, track the filing, confirm the operating agreement, follow up until complete, store the documents and tell Jerry what is finished, and what decision remains

This role is about outcomes, not attempts

Responsibilities

Inbox and Communication Command Center

Manage Jerry’s inbox and communications across Premier Protection, Jerry Katz CEO, podcast, investors, clients, attorneys, vendors, partners, real estate and personal matters

Identify what matters, what can be delegated, what must be escalated, and what should be eliminated

Route insurance opportunities, client complaints, referrals, podcast inquiries, investor messages, legal items, real estate issues, travel needs and strategic partner conversations to the correct person

Track follow ups until closed

Prepare short summaries with recommended next steps

Calendar, Meetings and Executive Coordination

Manage a complex fast moving executive calendar

Coordinate high level meetings with CEOs, COOs, founders, investors, attorneys, lenders, brokers, family offices, clients, podcast guests and strategic partners

Support recurring high level meetings between Jerry and Anthony, and report to them both and work with Jerry daily

Prepare agendas, meeting context, briefings and follow up items

Make sure Jerry’s calendar reflects the highest value use of his time

Opportunity Detection

Jerry receives many opportunities across many channels

You must be able to spot them

This includes:

Insurance referrals

TAO calls

Strategic partnerships

Podcast guests

Speaking invitations

Capital opportunities

Investor conversations

Real estate opportunities

Client complaints

Brand opportunities

Legal matters

High value introductions

Jerry must call items

Premier treats relationships as pipeline, not passive contacts. Strategic partners, podcast guests, lenders, attorneys, CPAs, brokers, investors and clients can all become revenue, referral, content, capital or relationship assets

Travel, Events and Logistics

Plan domestic and international travel, flights, hotels, transportation, dinners, meetings, conferences, podcast related travel, speaking opportunities and personal logistics

Handle changes quickly

Solve problems without drama

Real Estate, Legal and Personal Administration

Assist with administration across Jerry’s real estate portfolio

Coordinate with personal attorneys, company attorneys, accountants, property managers, lenders, vendors, insurance contacts and advisors

Track documents, agreements, deadlines, entity information, signatures, filings and follow ups

Maintain strict confidentiality

AI, Systems and Productivity

Use AI and technology to move faster

You should be comfortable using tools like ChatGPT, Claude, Microsoft Office, Outlook, Teams, SharePoint, Asana and similar platforms

We want someone who is interested in AI, productivity, systems, automation and cutting execution time in half

The goal is simple: buy back the CEO’s time so he can focus on growth, relationships, strategy, capital, brand, and high level decisions. Dan Martell’s Buy Back Your Time framework emphasizes transferring work away from the founder so the founder can focus on higher leverage activities

Who You Are

You are extremely organized

You are strong willed

You are not intimidated by high expectations

You do not take no for an answer

You find another way

You take personal responsibility

You think with the end in mind and execute the last mile of deployment

You are calm under pressure

You are comfortable making recommendations

You do not wait for every instruction

You can work with a visionary founder who moves fast, creates many opportunities and needs a structured operator around him

You can handle a messy inbox, a complex calendar, urgent travel changes, C suite meetings, legal follow ups, real estate documents, podcast opportunities, client issues and strategic relationship management

You are not just looking for tasks

You want responsibility

Required Experience

5+ years supporting a CEO, founder, entrepreneur, investor, executive, managing partner, family office principal or high performing business owner

Near native English

Strong writing and communication skills

Experience managing executive inboxes and complex calendars

Experience coordinating high level meetings

Experience working remotely

Strong attention to detail

Strong follow through

Comfort using AI and productivity tools

Ability to work Eastern Time business hours

Preferred Experience

Experience supporting a founder with multiple companies and ADHD Tempo as his superpower

Experience in real estate, insurance, finance, legal, private investments, marketing, podcasting or professional services

Experience coordinating with attorneys, accountants, lenders, property managers, investors, vendors or executive level contacts

Experience using Asana, SharePoint, Teams, Outlook, ClickUp, GoHighLevel or similar tools

Non Negotiables

Excellent English

Extreme attention to detail

High responsiveness

Strong judgment

Confidentiality

Ownership mentality

No excuses

No waiting around

No fear of solving problems

Ability to escalate intelligently

Ability to execute without needing Jerry to make every small decision

What Success Looks Like

Jerry does not miss opportunities

Important emails are captured, classified, routed and followed up

C suite meetings get landed

Travel runs smoothly

Client issues are escalated properly

Strategic partners are tracked

Podcast and brand opportunities are captured

Insurance referrals are routed

Legal and real estate matters move forward

Leadership team have visibility where needed

Jerry spends more time on revenue, relationships, brand, capital, strategy and high value decisions

You become a force multiplier

Why This Is a Massive Opportunity

This is a front row seat to a founder building across insurance, real estate, personal brand, podcasting, strategic partnerships, capital relationships and multiple business ventures

You will learn how high level business is built from the inside

You will see how relationships become revenue, how personal brand creates opportunity, how real estate investors think, how strategic partnerships are built, how C suite relationships are managed and how a founder scales multiple ventures

If you want routine this is not the role

If you want growth, exposure, responsibility and the chance to become indispensable to a high performing founder this may be the right seat