Mykayla M. Goodwin
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I've got skills

And they're multiplying.

Who I'm For

I work best with vertical B2B SaaS companies in the $10M–$50M range. Multi-product or single product, and primarily sales-led. Typically PE-backed. Usually growing through some mix of product investment, GTM evolution, and acquisitions. 

Must haves 
  • ​Culture is a priority and ongoing investment.  
  • ​Brand is important to the executive team and the board - and the strategy, budget, and goals prove it.
  • Marketing plays a role in all 4 P's (product, place, price, and promotion), not just promotion.
  • Marketing is more than an asset factory or internal agency for other functions.
Situations where I can drive immediate value
  • The strategy lives in the CEO's head or a deck nobody's opened in 18 months.
  • ​Three people in your company would give three different answers to "what do you do" or "how are you different from competitors."
  • Win rates don't reflect the quality of your product. You're losing winnable deals because the story isn't landing.
  • You need a bridge between product, marketing, and sales so everyone is telling the same story, in the same way, at the same time.
  • Marketing is doing a lot of things (aka random acts of marketing), but pipeline isn't moving and you've lost the strategic thread.
  • ​You just acquired a company (or you're about to) and need to nail the story, integration, and rollout to prove the thesis and realize the synergies.

Situations I'm not a good fit for: pre-product-market-fit startups, pure execution roles without strategic ownership, teams allergic to honest feedback and healthy debate.

How I Can Help

Positioning, Messaging, & Narrative

Turn confused positioning into a story that wins deals.

Sharpen positioning based on market truth, not internal echo chambers and assumptions. Clear enough ICPs get it. Specific enough competitors can't claim it. Defensible enough to hold up in sales calls, board meetings, and diligence.

Marketing & Brand Strategy

Build a brand that earns attention and drives revenue.

Be the company people ask for by name through strong branding, differentiated and defensible messaging, and high-value content people actually want (and competitors or AI can't replicate).

Strategic Planning & Diligence

Pressure-test the strategy before you commit the resources.

Map the market, define what matters, and stress-test assumptions against what's true outside the building. Then build and socialize a game plan the team can act on.

M&A Strategy & Integration

Integrate an acquisition without losing the team, customers, or thesis.

Assist with diligence then build the announcement, portfolio story, internal enablement, and cross-functional plan that makes 1+1=3 instead of 1+1=1.5.

OrderMyGear (OMG)

  • Website: OrderMyGear
  • Report: OMG Technology State of the Union
  • Press release: OMG Acquires DistributorCentral
  • Customer-facing FAQ: OMG Acquires DistributorCentral
  • Report: OMG Quarterly Online Store Benchmark Report, Q1 2025
  • eBook: Online Store Use Cases
  • Blog: eCommerce Tips

Kibo

  • Sell Sheet: Kibo Order Management
  • Webinar: Making the Customer Journey Personal
  • Blog: Five Commerce Themes You Can't Ignore

Chrysmo

  • Consumer Explainer Video: Chrysmo - Home Improvement Experts On-demand
  • Contractor Explainer Video: Chrysmo for Contractors

Personal

  • Blog: Why Hooters is the best part of my resume
  • 2016 Personal Annual Report

Why CEOs care about this work

More efficient and predictable sales.
​Strong positioning, messaging, and enablement mean faster ramp, higher win rates, and forecasts the team can trust because they're grounded in reality.

Stronger logo and revenue retention.
Selling to the right customers and setting realistic expectations protects revenue that took real effort and money to acquire.

Faster growth, less innovation theater.
Prioritizing things the market will pay for — with a clear narrative the team can actually use — beats shipping faster on things nobody buys.

Less strategic risk on the big bets.
A filter between ambition and reality means fewer expensive misses on roadmap, M&A, and expansion plays + more confidence in the bets worth making.

A valuation story that holds up.
The story that wins deals is the same one that wins diligence, driving stronger outcomes and better multiples at exit.

What it's like working with me

1

I connect the dots others miss.

I connect dots across product, market, customer, and team conversations, then turn the mess into something a buyer, board, or new hire can actually understand and use.

“Detail-oriented, strategic thinker, and ability to synthesize complex subjects into digestible material.”

— Peer, Roster 360

Why it matters: Faster alignment across product, marketing, sales, and leadership.

2

I care more about what’s true than what’s comfortable.

I’m skeptical of unsupported claims and plans built on wishful thinking, including my own. I back recommendations with research, tradeoffs, and a realistic view of what could break.

“Her decisions are always well-informed and backed by data and insights.”

— Team, Roster 360

Why it matters: The business stays grounded in market reality instead of internal assumptions.

3

I'm hard on the work, easy on the people.

I have high standards for the work and respect for the people doing it. I’ll challenge ideas directly, support the team publicly, and step in when the work needs doing.

“Willing to get into the weeds and get the work done while being able to level up and think strategically.”

— Peer, Roster 360

Why it matters: Teams move faster when expectations are clear and trust is high.

4

I build for where the business is going, not just where it is today.

I think about where the market is heading, what compounds over time, and which bets still make sense when the market shifts, competitors react, and priorities change.

“She is a force multiplier... She understands the market better than anyone in the organization and is able to put that information to use.”

— Senior Executive, Roster 360

Why it matters: Better prioritization. Fewer reactive decisions. More confidence in the bets that matter.

Kind Words from Great Teammates

“

Mykayla is a samurai. She is engaged in a constant effort to seek perfection in everything she does. She accumulates knowledge, asks astute questions, and holds herself to high standards. She is a force multiplier on any project she is part of. She understands OMG and the market better than anyone in the organization and is able to put that information to use as she operates.

D. Downing

CEO at Key Data, formerly Chief Product Officer at OMG (acquired by Inktavo)

“

The first time I met Mykayla Goodwin, I couldn't believe so much positive energy could come out of one person. The amount of creativity and deep thought that you put into your work is truly extraordinary. I really enjoyed the time we spent working together — there’s nothing you can’t accomplish and I can’t wait to see what is next!

C. Schlemmer

CTO at PromoPulse, formerly VP of Technology at DistributorCentral (acquired by OMG)

“

Mykayla is a trailblazer in the sporting goods industry, combining a brilliant marketing mind with a unique understanding of technology to drive real impact. She has been instrumental in shaping OrderMyGear’s strategy to help people build communities, foster connections and create shared identities through branded apparel and products.

M. Kaplan

Chief Strategy Officer at Game One, formerly President at OMG (acquired by Inktavo)

“

Working with Mykayla as a client-side stakeholder was a masterclass in brand leadership. She was able to balance strong creative conviction with practical execution, driving difficult decisions when needed, and consistently aligning stakeholders around a shared vision. She is deeply involved in the work itself, is a strong and trusted leader of her team, and a voice at the executive table, helping shape the strategy, and elevate the outcome at each stage. Her brand and marketing instincts, executive presence, and ability to rally a team, made her an incredibly valuable partner on a complex, high-visibility initiative.

C. Belli

Founder at CRUE

“

Mykayla is and will continue to be the greatest asset to any organization. The breadth and depth of her competitive intel gathering is unmatched. Her ability to identify and set the strategy to stay ahead in any industry is extraordinary. Beyond her ability to lead GTMs and champion the voice of the customer, she is entirely more than pleasant to work with, showing kindness, compassion, and authenticity to all. She is the true definition of a servant leader who will not take her team where she won’t also go herself, ready to get her hands dirty at any moment. I have always prided myself on going the extra mile, but Mykayla has shown me where the finish line truly ends and how thoughtful your work can truly be. I do not know a better subject matter expert, boss, or friend.

N. Gilliam

Sr. Product Marketing Manager at OMG (acquired by Inktavo)

Let's Work Together

I'm open to new opportunities and ready to roll up my sleeves. Let's talk about what it could look like to work together or ask ChatGPT why we should.

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Copyright © 2016–2026 — Mykayla M. Goodwin
Made with rigor, restraint, and a lot of caffeine.
  • Home
  • What I've Done
  • What I Can Do For You
  • What People Say
  • Contact