Strategic Initiatives Manager (Remote)

Strategic Initiatives Manager (Remote)
(this is not a role with Dentistry Automation)
About The Role

I am looking for a highly capable, entrepreneurial, and execution-oriented professional to work directly with me across a wide range of business, investment, networking, philanthropic, and special projects.

This is not an Executive Assistant role.

This is not an administrative role.

This is not a project coordinator role.

You will help drive important initiatives from idea through execution, often with limited direction and incomplete information.

You should enjoy figuring things out, researching unfamiliar topics, coordinating people, solving problems, and ensuring projects move forward.

If you are looking for a structured corporate job with narrowly defined responsibilities, this role is probably not a fit.

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Examples Of Projects You May Work On

• Researching and evaluating real estate opportunities
• Coordinating due diligence for potential acquisitions or investments
• Supporting philanthropic and foundation initiatives
• Building and maintaining strategic relationships and networking pipelines
• Researching new business opportunities and industries
• Coordinating meetings with founders, investors, operators, and advisors
• Organizing travel, conferences, and business events
• Managing special projects from concept through completion
• Identifying experts, vendors, consultants, and partners
• Tracking opportunities, commitments, and follow-ups across multiple initiatives

No two weeks will look exactly the same.

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What You’ll Do

Research & Analysis

• Conduct research on industries, companies, investments, markets, and opportunities
• Prepare concise summaries and recommendations
• Gather information and organize findings into actionable insights
• Compare options and help support decision-making

Project Ownership

• Drive projects from initial idea through execution
• Coordinate stakeholders, vendors, consultants, and partners
• Create project plans, timelines, and accountability systems
• Ensure deadlines and commitments are met
• Proactively identify and resolve blockers

Relationship & Opportunity Management

• Track important relationships and follow-ups
• Coordinate meetings and introductions
• Maintain organized records of opportunities, discussions, and next steps
• Help ensure valuable opportunities are not lost due to lack of follow-through

Founder Support

• Help prioritize initiatives and commitments
• Organize information and reduce complexity
• Convert discussions and ideas into actionable plans
• Serve as an execution partner across a broad range of initiatives

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What We’re Looking For

Required

• Exceptional organizational skills
• Strong written and verbal English communication
• High ownership and accountability
• Ability to operate independently
• Strong research and problem-solving skills
• Excellent follow-up and execution discipline
• Comfortable working with ambiguity
• Ability to manage multiple complex projects simultaneously

Strongly Preferred

• Startup experience
• Consulting experience
• Founder’s Office experience
• Business Operations experience
• Program Management experience
• Experience supporting founders, entrepreneurs, investors, executives, or business owners

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The Ideal Candidate

The ideal candidate is naturally curious, highly resourceful, intellectually sharp, and relentlessly organized.

You are someone who enjoys taking ownership, figuring things out, and making progress without needing detailed instructions.

You are comfortable saying:

“I don’t know, but I’ll find out.”

This role can be an excellent fit for:

• Former consultants
• Startup operators
• Founder’s Office professionals
• Program Managers
• Business Operations professionals
• Former entrepreneurs
• MBA graduates seeking broad business exposure

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Working Hours

• Remote role
• Must have meaningful overlap with US Central Time
• Preferred overlap window: approximately 8:00 AM – 1:00 PM CST

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APPLICATION PROCESS (READ CAREFULLY)

Many candidates will self-select out of this process. That is intentional.

We are looking for someone who can independently drive initiatives, solve problems, manage complexity, and create momentum with limited supervision.

Special Instruction

To confirm you carefully read this posting, the FIRST line of your application must be:

Strategic Builder

Applications that do not follow this instruction will not be reviewed.

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Step 1: Video Submission (Required)

Applications without a video submission will be automatically rejected.

Please submit a single video (10–15 minutes maximum) answering ALL of the following questions:

1. Tell me about yourself and your career journey.
2. What is the most complex project you personally owned from start to finish?
3. Describe a time you had little direction and had to figure things out yourself.
4. Tell me about a time you failed. What happened and what did you learn?
5. Tell me about a time you had to push back on a founder, executive, client, or manager.
6. What are the three accomplishments you are most proud of professionally?
7. What is the hardest problem you have solved in the last three years?
8. Tell me about a project where you delivered an outcome despite missing information, limited resources, or unclear requirements.
9. What books, podcasts, newsletters, or thought leaders do you follow regularly?
10. What do you want your career to look like in 5–10 years?
11. Why are you interested in this role specifically?
12. Why should we hire you instead of hundreds of other applicants?

Upload the video to Loom, Google Drive, or YouTube (unlisted) and include the link with your application.

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Step 2: Work Sample (Required)

Show us something you personally created.

Examples include:

• Project plan
• Dashboard
• Notion workspace
• CRM system
• Operating manual
• PMO tracker
• Research report
• Process documentation
• Strategic analysis

Please explain:

• The problem
• Your approach
• The outcome

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Step 3: Strategic Thinking Exercise (Required)

In no more than two pages, explain how you would build a system to help an entrepreneur manage:

• Investments
• Real estate opportunities
• Networking relationships
• Philanthropic initiatives
• New business opportunities
• Strategic projects

Focus on:

• Organization
• Prioritization
• Accountability
• Follow-through
• Execution

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What Will Immediately Disqualify An Application

• No video submission
• Failure to follow instructions
• Generic AI-generated answers without personal examples
• Poor communication skills
• Incomplete application
• Lack of demonstrated ownership
• Inability to explain accomplishments clearly

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Next Steps

Selected candidates will be invited to:

1. A live discussion and case study
2. A practical execution exercise
3. A paid trial project

We are far more interested in demonstrated ownership, judgment, resourcefulness, communication skills, and execution ability than resumes or credentials.