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The 2-Month-Surge: Build & Sustain Career Momentum

Mike H.
By Mike H.5.0· 2 reviewsThe 2-Week-Peek: Marketing Career & Trajectory

You have a sense of where you stand. Now you need an experienced marketing executive in the room with you to pressure-test that, close the gap, and get you noticed by the people who control promotions and hiring. This 2-month engagement puts you in six livestream 1:1 sessions with me. We open with a fast, data-backed calibration of your current position because even strong self-assessments usually miss something a benchmarked, outside view catches, then spend the rest of our time executing against a validated plan, not just confidence. • Momentum plan: one primary target (promotion, external move, or pivot) and a 60-day sequence to get prepared • AI fluency applied to your niche: how you select and direct tools, check output, refine and talk about it in interviews • Role and company shortlist with a clear “pursue / pass” filter, so effort goes to roles where your score is already competitive • Visibility system: internal sponsors to cultivate, or an external presence plan (LinkedIn posts, comments, selective outreach) with a cadence you can keep after the engagement • One or two priority skill sprints from your gaps list, with a concrete proof artifact (campaign readout, brief, experiment, narrative) you can show • Promotion-case or interview practice aimed at the decision-makers in your target path, including how you frame impact and judgment, not just activity • Midpoint reset: what is working, what to drop, and what to double down on for the second month • Asynchronous reviews between sessions (resume, LinkedIn, outreach, promotion case, interview answers) 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

Coaching Time11h–12h of coaching · Live Sessions$2,450
Total$2,450

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 your career trajectory and gaps that may need closing, like using AI for marketing. 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 my coaching matter the most to me. This package is 100% customized, not generic advice that could apply to anyone. 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 my decades of interviewing job candidates, hiring good people and deciding who gets promoted. Colleagues and clients typically describe me as refreshingly honest and relaxed.

  • A 60-day operating plan you are already running, not a document you start late
  • A 12-month roadmap for sustaining career momentum, including monthly checklists
  • A short list of target roles or an internal promotion path, with the gaps that still matter called out
  • Your value story in active use: profile, outreach, and interview answers that match
  • A visibility plan that creates a habit of promoting your skillsets and capabilities, and a short list of people who can give you recommendations
  • Proof you can point to for the skills hiring managers and promotion committees are weighting now: AI fluency plus strategic judgment and influence
  • Practiced answers for the conversations that stall marketers — “why you,” scope, impact, and why this move now

Meet your expert

Mike H.

Mike H.

The 2-Week-Peek: Marketing Career & Trajectory

5.02 reviews
60Min coached
3Followers

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.

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