⏰ Today in 5 Minutes or Less

Delivering transformational strategy rarely leads to executive power on its own. You need to change the sequence: secure the leverage first, build the value second.

✦ WHAT'S HAPPENING ✦

In Your Words

There is a specific, quiet frustration that hits seasoned leaders. It sounds something like this: 

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“I keep originating strategy, taking on problems far beyond my remit, and delivering transformational value... yet my formal authority, compensation, and title stay stubbornly flat.”

If you’ve ever felt like you are over-investing energy into value creation without capturing your fair share of the upside, here is the honest diagnosis of why this happens, and how to fix it.

1. You Are Pre-Paying for Power That Never Arrives?

The most common trap for high-capability leaders is operating on implicit trust: “I’ll prove the value first, and then the organization will give me the mandate, scope, and reward.”

Organizations are fundamentally efficiency-seeking systems. If you routinely step in to solve structural or strategic problems without formal leverage, the executive team gets the output for free. You solve their problem without forcing them to resolve the organizational politics, budget reallocation, or title change required to give you formal power.

✦ THE SHIFT ✦

Negotiating Leverage at Problem Definition (vs. Speculative Credit)

Stop delivering complete strategic solutions on speculative credit. Leverage must be negotiated at the point of problem definition, not after the heavy lifting is done.

❌ The "Speculative Credit" Trap

A VP of Design notices that three disparate product pods are building overlapping, conflicting AI workflow tools, creating a fractured user experience and doubling engineering effort.

Without asking for a broader mandate, the design leader spends three months quietly pulling together cross-functional audits, conducting customer research, and crafting a unified, multi-year AI Platform Strategy. They present a polished, comprehensive vision to the CPO and executive team, expecting that such clear, high-value strategic clarity will naturally result in being appointed to lead the new AI Experience organization.

The Result: The CPO thanks the design leader for "great thought leadership," absorbs the strategy, hands execution over to a VP of Product who has the headcount, and leaves the design leader back in their original scope, exhausted and without added authority.

✅ The Leverage-First Approach

The design leader identifies the exact same structural issue across the three AI workflow tools. Instead of creating the solution upfront, they stop at the problem definition phase.

They present an executive brief highlighting the operational drag, conflicting UX, and wasted resources, framing it as an organizational risk. But before delivering the strategic framework or architecture, they state:

"Fixing this requires unifying product taxonomy, reallocating cross-pod design and engineering resources, and setting shared metrics across all three business units. I am willing to originate and drive this unified strategy, but doing so requires a formally designated cross-product steering mandate, direct decision rights on UX standards across these pods, and the dedicated headcount to execute it. Should we establish that remit now before I draft the strategy?"

The Key Takeaway: By forcing the executive team to confront organizational conditions before benefiting from strategic work, you secure formal scope and backing rather than gifting free strategy.

2. High Value is not equal to High Leverage

Creating a brilliant platform strategy or unlocking millions in value makes you indispensable as a producer, not necessarily as a power-holder.

Power in organizations is rarely about who did the work; it is about who holds decision rights, budget authority, and structural dependency. When you frame work commercially and build strong advocacy, you build goodwill, but goodwill is a soft currency. It evaporates the moment economic pressures or executive reshuffles occur.

✦ THE SHIFT ✦

Converting Operational Goodwill into Hard Institutional Commitments

Convert operational goodwill into hard institutional commitments early. Before expanding your scope, define the exact decision rights, governance structure, and compensation adjustments required to execute it.

❌ The "Goodwill" Trap

A Head of Design at a mid-stage scale-up is asked to step in informally to help stabilize a struggling $15m product line that lacks design direction and product-market fit.

Relying on good intent and senior praise, the leader agrees, taking on double duty. Over six months, they lead customer discovery, pivot the value proposition, redesign the core interface, and rebuild cross-functional morale. The product area rebounds, achieving significant annual recurring revenue (ARR) growth. The C-suite routinely praises the design leader in all-hands meetings and gives them direct access to board-level reporting.

However, when performance review season arrives, the design leader's request for a title change (to VP) and executive equity adjustment is deferred due to "budget reallocations" and "unclear formal org boundaries."

✅ The Institutional Commitment Approach

When invited to step in and rescue the failing product line, the Head of Design acknowledges the praise and visibility, but immediately moves to formalize the terms before expanding operational scope.

Before agreeing to take on the additional portfolio, they set a formal meeting with the CPO and VP of HR to define governance:

"I’m excited to bring design leadership to turn this product line around. Given that this expands my portfolio responsibility by 40% and places direct oversight of a $15m annual recurring revenue (ARR) area under my remit, we need to formalize the structure first:

  1. Decision Rights: Final sign-off authority on product roadmap milestones alongside the Product VP.

  2. Governance: An updated job architecture mapping this expanded scope to the VP band.

  3. Targeted Incentive: A formal compensation adjustment or retention/performance bonus tier tied to hitting product turnaround milestones.

Let's finalize this updated charter so I have the formal authority required to make the tough trade-offs ahead."

The Key Takeaway: Instead of accepting "visibility," "praise," and a "seat at the table" as compensation, convert executive motivation into concrete contractual, organizational, and financial terms before taking on extra burden.

3. The "Wrong Ladder" Fallacy

When effort consistently fails to yield progression, it’s easy to wonder if the industry itself is broken, or if you ought to walk away entirely.

Shifting from an execution strategy (doing the work to earn the reward) to a positioning strategy (structuring terms before doing the work) changes the dynamic in any company.

✦ THE SHIFT ✦

Moving from Execution Strategy to Positioning Strategy

❌ The "Execution Strategy" Mindset

A Director of Product Design feels stuck after 15 years in tech. Every time they want to reach the Executive/VP level, they default to doing more execution work to prove readiness: taking on larger design systems, managing more junior designers, running multi-region team off sites, and putting in 60-hour weeks to showcase commitment.

When promotions go to external hires or peers with stronger political leverage, the design leader concludes: "Design just isn't respected in tech anymore," or "I need to leave tech entirely, this ladder is broken."

The Problem: Solving a positioning problem with an execution solution simply reinforces your identity as an indispensable operator, making it harder for leadership to move you out of that operational role.

✅ The "Positioning Strategy" Mindset

Instead of walking away or working harder at execution, change your strategic positioning within the company:

  • Reframe the Role: Reposition work from "managing the design team and delivering UI/UX assets" to "owning customer retention and product-led growth metrics." Align success metrics directly to executive priorities (e.g., ARR impact, expansion revenue, acquisition costs).

  • Set Terms Upfront: Establish an explicit leadership mandate before launching major initiatives:
    "I am glad to take accountability for driving the design strategy for this new vertical. To ensure success, I need to operate with a VP-level remit: direct reporting lines to the CPO on strategic trade-offs, final sign-off authority on product experience standards, and a review of my compensation tier upon hitting Q3 adoption milestones. Let's document this charter before we launch."

  • Selective Scarcity: Intentionally stop picking up unassigned operational tasks ("fixing low-priority cross-team friction") that exhaust energy without building organizational power.

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✦ THE REFRAME ✦

3 Questions to Audit Your Own Value Capture

  1. Where am I currently over-investing? Identify the strategic initiatives you are running right now that sit outside your formal job description. Ask yourself honestly, “does this belong to me?” If you have any hesitation, give it to someone else or walk away.

  2. What is my explicit leverage? If you stopped running those initiatives tomorrow, what formal authority or contractual agreement do you lose? If the answer is "none," you are operating without leverage.

  3. What trade is being made? Are you accepting "senior visibility" and "c-suite access" as substitutes for budget control, team headcount, and compensation?

✦ THE TAKEAWAY ✦

🧠 The Short of It Is

If you find yourself repeatedly building value that others capture, stop working harder on the output. Step back and analyze how you negotiate the terms of your contribution.

You don't need to work harder, and you don't necessarily need to change industries or walk away from tech. You simply need to change the sequence: secure the leverage first, build the value second.

What about your current role feels like climbing a sand dune? 

Ready to Stop Going in Circles?

Book a Discovery call with me today. Let’s map out a bulletproof strategy to reclaim your executive presence, lock down your professional narrative, and fast-track your path back into a leadership role that matches your true strength, passion and expertise.

That’s all for this week!

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