Seeking CMO / VP Marketing to Evaluate My Strategy + Execution

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I’m looking for experienced CMOs, VPs of Marketing, Heads of Marketing, or senior Marketing Directors to participate in a paid marketing exercise.

I’m a marketing leader with 18+ years of experience across demand generation, growth, acquisition, product marketing, GTM, conversion, analytics, and marketing leadership. Across my career, I’ve personally generated $50M+ in revenue for the companies I’ve worked with.

I’m currently targeting primarily Director-level marketing roles, with some VP opportunities at smaller organizations. At that level, I need to be able to do both:

Think strategically and execute tactically.

So I want experienced marketing leaders to evaluate both.

How it works

30-minute call #1: Bring me one real, difficult marketing problem you’re currently dealing with.

I’ll independently diagnose the problem, develop a recommended approach, and create whatever practical work makes sense.

30-minute call #2: We review the work together and you give me candid feedback on both my thinking and execution.

Depending on the problem, the work might include:

Campaign or demand-gen recommendations

Messaging / positioning

Funnel or conversion analysis

GTM recommendations

Lead-generation ideas

Sales + marketing alignment

Marketing plans

Prioritization / resource allocation

Actual copy, campaign concepts, frameworks, or other tactical deliverables

I’m specifically looking for real problems, not hypothetical case studies.

Why I’m doing this

I’m preparing for my next full-time marketing leadership role and want fresh evaluation from senior marketers who can assess whether I can both set direction and get my hands dirty doing the work.

I’m not looking for consulting, freelance, or fractional CMO opportunities.

Compensation

$50 - $300 total for your participation, review, and candid feedback.

Payment is not dependent on providing a positive testimonial.

If you genuinely find the work valuable, I may ask if you’d be open to a short LinkedIn recommendation and/or simple video testimonial. Completely optional.

If the work isn’t strong enough, I’d rather you tell me exactly where I need to improve.

To apply, please send:

Your current/recent marketing leadership title

Years in senior marketing leadership

Company sizes you’ve worked with

The type of real marketing problem you could bring

Whether you’re comfortable evaluating both strategic thinking and hands-on execution

I’m looking to work with approximately 5–10 senior marketing leaders for this first round.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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