The 2-Week-Peek: Marketing Career & Trajectory
Diagnose your career trajectory and create a data-backed roadmap into your next role. Best for those up for promotions or seeking a new job.
If you are in marketing or revenue operations, there is no doubt AI is impacting your career. How does your career trajectory stack up against future requirements for promotion and hiring? Anyone can give you feedback on your resume. Very few are chief marketing officers that can give you an honest, benchmarked read on your actual career trajectory. Job-search coaching optimizes for resumes and job applications. It seldom diagnoses whether you're positioned for the level you actually want, using AI research and market data as the foundation. The gap between “average marketer” and “marketer who gets promoted and recruited” is not talent. It’s diagnosis, trajectory, and proof. Most marketers stay stuck executing. The ones who get pulled forward can prove impact, own a lane, and make their value obvious to the people who control promotions and hiring. With this package you will create a repeatable system for accurately diagnosing your career, and a living roadmap that keeps you on a workable trajectory towards better career outcomes. Pricing note: I am a successful chief marketing officer, but I am new to Leland. I am offering a founding client discount of $200 off the package price for my first three clients, in exchange for a review at the end of our work together.
What's included
We will create a data-backed roadmap for accelerating your current role or finding a new one
My coaching style is direct but easy going. I understand how very important your career is to you, and we will have honest back-and-forth about what the data shows regarding your competitiveness for promotions and/or hiring. My conversation style is warm, non-pressure, and I love to share some good humor about the workplace and life in general. Your outcomes from this investment matter the most to me. This package is 100% customized, not generic advice that could apply to anyone else. I use AI to accelerate the research, never to replace my judgment, so the assessment and coaching you get is grounded in real-time data combined with decades of interviewing job candidates, hiring good people and deciding who gets promoted. Colleagues and clients typically describe me as refreshingly honest and relaxed.
- CAREER PROGRESS TO DATE - Quantified baseline of where your career stands today, benchmarked against AI trends and current, open jobs.
- SKILLSETS & CAPABILITIES INVENTORY - Practical assessment of your skills, including AI, against the the role you want or level, with A/B/C gap prioritization.
- PROMOTION/HIRING SCORE - A data-backed score of your competitiveness as a candidate for promotion and/or hiring.
- STORY & POSITIONING - A themed, consistent and differentiated story for your resume, LinkedIn and other social platforms, and interviews.
- OPPORTUNITIES ASSESSMENT - Practical assessment of job opportunities for the role you want, either horizontal or the next step up.
- CAREER ROADMAP - A roadmap for developing your career into what you want the most.
- TARGET-ROLE BENCHMARK - An analysis of current job postings for your next role, showing what employers are actually asking for and how you measure up.
Podcast - AI Has Upended Marketing Job Descriptions
Meet your expert
Mike H.
The 2-Week-Peek: Marketing Career & Trajectory
I've spent 30 years building and leading marketing organizations for B2B and technology companies, including CMO and senior executive roles at Fortune 500 and growth-stage companies across SaaS, enterprise software, IT solutions, data storage, and data analytics—and I bring that experience directly into how I coach. My marketing leadership has contributed directly to four successful company exits: Givful (acquired by iSolved), MEDarchon (acquired by Xsolis), DataFrameworks (acquired by Dell Technologies), and Anacomp's Magnetics Division (acquired by a New York private equity firm). Across these engagements and 25+ years of prior executive leadership, I've built go-to-market strategies from scratch, run marketing operations engineered for top-tier execution, positioned companies for investor and board scrutiny, including pitching venture and private equity firms on Sand Hill Road and in New York, and led and scaled global marketing teams through growth, turnaround, and transition. I've owned P&Ls exceeding $100 million, sat with boards, and been the executive brought in to fix what wasn't working and prepare a company for its next chapter, whether that was a product launch, a turnaround, or an acquisition. Alongside this operating career, I've coached dozens of CEOs, CMOs, and marketing leaders, and spent four years mentoring MBA students at UC San Diego's Rady School of Management, one of whom recently reached back out, twenty years later, to ask me to mentor her again. If you're a founder or rising executive who wants a coach who has actually sat in the seat—who has built the strategy, run the operation, faced the board, and closed the deal—I bring that expertise and enthusiasm directly to you.
