Clarity for leaders under pressure.

When decisions start losing shape, alignment breaks down quietly (before anyone can point to a failure). I help senior leaders restore decision clarity across teams, peers and stakeholders.

Request an Alignment Assessment →

This work is most useful if

  • You’re accountable for outcomes you don’t fully control

  • Meetings don’t produce clean decisions

  • Alignment is assumed instead of explicit

  • Pressure is rising, yet the problem isn’t obvious yet

Start with an Alignment Assessment

  • A clear diagnosis of where shape is slipping

  • Whether action is needed now

  • What restoring clarity would require

How we work together

If alignment, decision clarity or cross-functional accountability feels like a drag on your growth, let’s talk.

No obligations. No long forms. Just clarity on next steps.

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Last updated: January 5, 2026.

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Last updated: January 2, 2026.

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Let's talk.

If alignment, decision clarity or cross-functional accountability feels like a drag on your growth, schedule a call.Following our conversation, I'll send notes and a proposal for your review.There are no obligations, no long forms. Just clarity on next steps.

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The Alignment Assessment

Seeing where things are quietly losing shape, before decisions harden.

Most leadership problems don’t arrive suddenly. They form quietly, while teams stay busy and outcomes drift.The Alignment Assessment helps senior leaders see where priorities, decisions and execution are starting to lose shape. While there is still room to act.This is not a transformation initiative. It is a clarity intervention.


“Let’s figure out what’s really going on.”
“Here’s what’s actually happening.”
“Now we can decide what to do.”


Why this exists.

When alignment slips, organizations rarely stop. They keep moving, just not in the same direction, and leaders sense something is off:

  • Decisions feel slower or harder than they should

  • Teams are busy but progress feels thin (and hallow)

  • Tradeoffs are being made implicitly, not explicitly

  • Accountability blurs under pressure

The Alignment Assessment creates a shared, honest view of what’s actually happening, before misalignment becomes structural (or political).

What the Alignment Assessment is.

A short, focused engagement designed to surface:

  • Where priorities are competing or unclear

  • Where decisions are being delayed, avoided or diluted

  • Where leadership intent is breaking down in practice

  • Where current momentum is masking future risk

It is built for moments when something feels wrong, and has not yet become a crisis.

What The Alignment Assessment is not.

To be explicit, this is not:

  • A culture survey

  • A diagnostic you file away

  • A transformation program

  • An execution or delivery engagement

This work exists to support better decisions, not to replace leadership judgment or create activity theater.

What you receive.

Clients receive:

  • A clear articulation of where alignment is breaking down

  • The specific decisions that are being deferred or avoided

  • The risks of continuing on the current path

  • A small number of viable decision paths, with tradeoffs made explicit

Delivered through:

  • A concise written assessment

  • A live readout with senior leaders

  • A facilitated decision conversation (not a presentation)

The goal is clarity that cannot be unseen.

What typically follows.

Some leaders use The Alignment Assessment to reset direction and move forward independently.Most ask me to stay involved. Ongoing advisory support helps ensure:

  • Decisions do not quietly erode under pressure

  • Tradeoffs remain visible as conditions change

  • Alignment holds when execution gets messy

There is no obligation to continue.

Who this is for.

This work is best suited for:

  • Senior leaders accountable for outcomes, not functions

  • Organizations facing complexity, growth or internal strain

  • Teams that sense misalignment but lack shared language

  • Leaders willing to confront issues early, not after failure

If you are looking for tactical execution or delivery support, this is not the right fit.

Engagement logistics.

The Alignment Assessment is a fixed-scope, fixed-fee engagement

  • Engagements are intentionally limited

  • Payment is required in full prior to the start of work

  • Scope, participants and timeline are confirmed in writing before payment

  • Work begins only after payment and scheduling are finalized

Details are confirmed privately after an initial conversation.

Request a conversation.

If this framing is useful, the next step is a short, private conversation to determine whether The Alignment Assessment is appropriate for your situation.No forms. No pitch.If there is no fit, I will tell you.

Alignment in Practice: A Field Example

These are not tactical case studies about tools. They are examples of alignment that changed decisions, and prevented problems from compounding.

When a strong product idea had no commercial owner.

The situation.

A new business unit was preparing to launch a developer-focused SaaS solution: a UX-focused IDP with support wrapped around it.The idea was solid. The timeline was aggressive. What was missing was commercial clarity.There was no defined audience, no shared understanding of who the product was for, no narrative that connected the product to a real buying decision and no agreed-upon path to market. Multiple teams were moving in parallel, assuming alignment would emerge later.On the surface, this looked like a speed and execution problem.

The hidden constraint.

What wasn’t clear was that no one owned the commercial decision.Product, engineering, sales, marketing and leadership were each optimizing for different assumptions:

  • who the buyer was

  • what problem mattered most

  • how success would be measured

  • when the product was “ready” to sell

Without a shared definition of the customer or the outcome, execution risk increased with every decision. The faster the team moved, the more expensive misalignment became.

The intervention.

The work didn’t begin with launch tactics or promotion. Before pushing activity, the focus was on creating shared commercial clarity:

  • defining who the product was actually for

  • aligning leadership on the problem worth solving

  • clarifying how the product would be sold, priced and supported

  • connecting product decisions directly to buyer needs

This required slowing the process just enough for teams to agree on what success meant (before committing resources to the market).

The outcome.

Once alignment was established, traction followed quickly.At two industry events, the product narrative resonated immediately:

  • more than 100 direct and indirect leads surfaced

  • 44 were qualified

  • 16 demos were booked

  • two contracts closed before the product officially launched

Additional opportunities emerged before the platform was fully ready, clear evidence of market pull rather than internal optimism.More importantly, the team gained confidence in how decisions were being made, not just what was being built.

Why it matters.

This wasn’t a marketing problem.
It was a commercial ownership and alignment problem.
When no one owns the definition of the customer, teams move fast in different directions, and alignment becomes increasingly costly to recover.

Signals to watch for.

  • No single owner of business outcomes

  • Is success uniquely defined or differently across functions

  • Launch timelines driving decisions instead of outcomes

  • Sales narratives forming after build decisions

  • Alignment assumed instead of explicit

Background, experience

Context for leaders considering assessment or advisory work.

Complex organizations.

  • It's where I've felt most comfortable

  • Often infusing simplicity where clarity was missing

  • Mostly joining when teams where stuck, and change was badly needed

  • Always bridging people, process and technology

My focus: Noticing where things quietly start to lose shape.


"Thank you for everything.You were instrumental in transforming
the company’s marketing efforts."
– CEO


Companies (in context).

  • Under-performing business units with unclear direction

  • Organizations launching new platforms without commercial clarity

  • Teams operating across product, engineering, sales and leadership

  • Environments lacking strong execution due to weak alignment

Representative organizations...

  • Silicon Valley: Integrated chip manufacturer

  • San Francisco: Fund raising, M&A investment bank

  • Washington, DC: Software integrations consulting

  • New York, NY: Data center, application management

  • Montana: Telecommunications

  • London, UK: Software development


"In addition to Wil's excellent communications skills, he also demonstrated exceptional business development skills.He was responsible for identifying and pursuing new business opportunities, with his efforts leading to significant revenue opportunities and outside funding for priority projects."– VP, Enterprise & Wholesale Business


Roles Ive held (selected).

  • Senior leadership roles across marketing, communications and business development

  • Advisory roles supporting leadership teams during periods of change

  • Cross-functional management spanning product, engineering and go-to-market

  • Technical guidance and execution across multiple states, countries


"Wil was a key contributor in modernizing our company’s culture and marketing mix in a very short time period.From brand identity to lead generation and marketing operations initiatives, Wil was a great asset to the growth of our company."– Vice President


How this shows up (example).

This is representative of my work:

Clarifying the problem early, aligning leadership, enabling decisions through execution.

A new business unit was preparing to launch a developer-focused SaaS solution:

a UX-focused IDP with services and support wrapped around itThe idea was solid. The timeline was aggressive. What was missing was commercial clarity.There was no defined audience, no shared understanding of who the product was for, no narrative that connected the product to a real buying decision and no agreed-upon path to market. Multiple teams were moving in parallel, assuming alignment would emerge later.On the surface, this looked like a speed and execution problem.

Read the full story →

Detailed work history.

For those who prefer a detailed work history, kindly email me.