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Work through important strategic decisionsWork through importantstrategic decisions

Focus your people, time, and money to break bottlenecks faster and gain a strategic advantage. Foothold is decision-making software for intentional founders and teams.

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The strategic advantage for intentional operators:

  • Post-PMF founders
  • Startup CEOs
  • COOs
  • Chiefs of staff
  • Product leaders
  • GTM leaders
  • Leadership teams
  • Cross-functional teams
  • Consultants and strategic advisors
  • Post-PMF founders
  • Startup CEOs
  • COOs
  • Chiefs of staff
  • Product leaders
  • GTM leaders
  • Leadership teams
  • Cross-functional teams
  • Consultants and strategic advisors

Users use Foothold for the following types of questions

Examples

Focus the company on one customer segment, or keep serving several?

B2B software team

You have customers across several industries, but each wants a different roadmap. One segment renews more reliably and gets value faster. Focusing on it could give the company a clear direction, but means turning away deals and disappointing some existing customers.

Problem
You haven’t separated a repeatable customer fit from a handful of strong relationships. Committing too early could narrow the business around the wrong signal; staying broad keeps pulling the team apart.
Breakthrough objective
A customer segment with a recurring need you can serve well without rebuilding the product for every deal.

Next phases

Hire a VP of Sales, or fix the sales motion first?

Founder-led sales

You still close most deals yourself. The sales team is missing targets, and a senior candidate wants to build a larger team. Handing over sales could free you to lead the company, but hiring before the process works could compound the problem.

Problem
You don’t yet know whether the missing ingredient is leadership, customer fit or a process someone other than you can repeat.
Breakthrough objective
A sales motion that works without the founder, with a clear mandate for the leader who will scale it.

Next phases

Is a $750k customer worth changing our roadmap?

24-person B2B startup

Your largest prospect could bring in $750k a year. Signing means six months of integration and compliance work, pushing back improvements your existing customers need. The deal would extend your runway, but you worry one account could start steering the company.

Problem
The headline contract value hides the delivery cost, displaced roadmap and dependence on one buyer. Some requirements could open a valuable market; others may serve only this customer.
Breakthrough objective
A paid, bounded commitment that funds capabilities other target customers will also buy.

Next phases

Bet the next two quarters on AI, or strengthen the core product?

42-person software company

Competitors are adding AI, customers are asking about it, and your team wants to spend the next two quarters building a new product. You have 14 months of runway. Funding the new product would delay reliability and workflow improvements for the customers already paying you.

Problem
You don’t yet know whether AI changes the buying decision, protects renewals, or simply makes the product easier to copy. Waiting and building both carry a cost.
Breakthrough objective
A specific customer workflow where you can prove valuable results and a reason to pay that competitors cannot easily match.

Next phases

Expand into the US, or fix what is slowing growth at home?

35-person European SaaS team

Your home market is growing more slowly. A US launch would absorb your leadership team and require local sales, support and compliance before demand is proven. Three promising prospects want local coverage, but you have not closed a repeatable US deal yet.

Problem
A few warm introductions may not represent a market you can reach profitably. A local team would add fixed costs before you know the real sales cycle and service burden.
Breakthrough objective
A repeatable route to US customers whose revenue covers acquisition and local delivery without weakening the core business.

Next phases

Work through important
decisions with structure.

Build a clear picture of your situation. Test what holds up. Leave with a Strategy Brief and next steps.

Ask the right questions.Weigh what matters.Make decisions that stack.

Ask the right questions. Weigh what matters. Make decisions that stack.

1

Bring your question, what you want to change, and what you have to work with. Add useful files or ask your team for input.

2

Look at what helps, what gets in the way, what must be true, and what you could do next. Use thinking tools to explore a thought more closely.

3

Check the claims your decision rests on. Work through conflicts, gaps, and unknowns. Keep clear what holds up and what still needs a test.

4

See the answer, the smallest advantage worth building, and a roadmap. Your brief keeps the reasons and open questions with the plan.

5

Carry the outcome into Priorities. Use your brief in a Slack discussion or copy it into ChatGPT or Claude. Bring new findings back when the picture changes.

Try the interactive session

Thinking together

Bring the right people
into the decision.

Combine what people know, challenge the plan together, and keep a clear record of what you decide.

Shared canvas
Success conditions

Teams pay for the workflow we already have.

Alex
Bottlenecks

Three prospects asked for custom reports.

Maya

Work on the same question.

Move between private Chat and a shared Canvas. Invite named teammates to edit the inputs, add context, and explore the decision from their perspective.

Input on the first phase
Alex

What should we check before committing the campaign budget?

Sam

Let’s speak with five prospects first. We need to know the problem is urgent.

Ask for specific input.

Anchor a question to the approach, objective, or a phase. Contributors see the curated brief and can reply with evidence, questions, or concerns.

From input to a decision
Suggested first move

Check five prospects before expanding the campaign.

Reviewed by Alex
Who decides
Alex
Revisit when
Six-week pilot results are in

Keep the decision accountable.

Review suggested changes before applying them. Record the choice, who decides, the first move, and what would make you reconsider.

Your AI conversation stays private. You control workspace access and brief sharing.

Try team collaboration

Keep your strategic priorities sorted.

Track and manage priorities across decisions. Complete phases by marking them off. Stay on top of things.

  • Understand why the right customers buy

    Review eight lost deals

    Compare the buying reasons

  • Test a more focused campaign

    Agree what evidence would justify a change

    Run the campaign

  • Protect capacity for the core product

    Agree a limit for exploratory work

    Check the load each week

Strategy Context Layer

Keep your decisions grounded in what matters.

Bring your company context and relevant evidence into the decision. Carry the resulting Strategy Brief into the tools where you put it to work.

Works with your tools

Bring evidence into your decision

Up-to-date strategy,
just one message away

Optional reminders let you review a strategic priority or get a question you should be asking. Pick up your strategy context whenever you need it in Slack or an AI tool.

A nudge by email

Is this priority still on track?

Review what changed, what you learned, and whether the next phase should be revisited.

Pick it up in Slack

Why are we testing this ICP?

Ask Foothold about the brief excerpts you approved for your workspace.

Give ChatGPT the context

Help me plan the customer interviews.

Start with your Strategy Brief, including what you still need to test.

Strategic Intelligence

Your next decision can use what you learned.

Review past decisions for strengths, blind spots, and recurring patterns. Choose which insights to keep as guidance for future decisions.

Breakthrough objective

A first result new customers can reach without a call from our team.

Decision evidence

We planned an onboarding rebuild after enthusiastic demos, before any team had paid for the current workflow.

Breakthrough objective

One customer segment whose buying reason we can explain, test and repeat.

Decision evidence

We considered narrowing the audience because six of eight demos came from one segment. None of those deals had signed.

Breakthrough objective

A sales motion someone other than the founder can use before we hire a leader to scale it.

Decision evidence

We discussed adding a sales leader before checking whether the existing buying reason could win paid customers.

Breakthrough objective

Evidence that the new product solves a buying problem our current product cannot.

Decision evidence

We considered funding a new product line from feature requests, without a paid test of demand.

Recurring bottleneck

Across these decisions, commitments run ahead of evidence about why customers buy.

What would help

Before the next commitment, agree on what evidence would make you change your mind.

Your strategy stays yours.

Bring the real question, with the context that matters. Confidentiality comes with every Foothold plan.

How your information is protected

Our primary database and application functions run in Ireland. AI, email and other services can process data internationally. See what each provider receives and where.

Data locations and service providers
Private context. No model training.
Your strategies, documents, and outcomes are never used to train AI models. Strategic Intelligence reviews past decisions when you ask, helping you identify strengths, blind spots, and recurring patterns. You choose which findings to keep as guidance. Strict access controls keep this context securely contained within your company account and limited to the contributor permissions you define.
No use for other customers
Your strategic history informs only your company’s work. Foothold never pools your inputs across businesses or uses them to generate recommendations for competitors.
Control over research and sharing
Review web search topics and choose what to share with people and connected tools. AI processing and retention are explained openly.
Encrypted connections
HTTPS encrypts data in transit between your browser and Foothold.
Private file access
Uploaded files use private storage with access checks. Selected file contents are sent to AI only when used in your work.
Limited analytics
Product analytics exclude strategy text by default.

For your decisions.
Or your whole team’s.

Solo

Build clarity for the decisions you own.

Solo · yearly

— / month

Checking current pricing… · 1 AI seat

Explore Solo
  • Strategy builder, Quick Spar and thinking tools
  • Strategy Briefs, roadmaps and priorities
  • Free contributor input and private drafts
  • Project context for your other AI tools
  • Patterns across your decisions
  • 2,000 AI credits each month

Team

Think together, with three AI seats included.

Team · yearly

— / month

Checking current pricing… · 3 AI seats

Explore Team
  • Everything in Solo, for your team
  • Shared Canvas and Spar rooms
  • Review contributions before using them
  • Shared company context and member access
  • One subscription with centralized billing
  • 4,000 shared AI credits each month
Compare features and billing options

Frequently asked questions

Is Foothold right for this decision?

When is Foothold worth opening?
When an important choice keeps circling, priorities compete, or your team has different pictures of the problem. Bring a question such as which customers to focus on, what to stop funding, whether to hire, or what is holding growth back. Foothold helps you find the challenge that matters and decide what to do about it.
Why not just use ChatGPT or a document?
Foothold keeps the decision together: the situation, constraints, evidence, competing views, options and next steps. Thinking tools help you dig into a claim or try a different scenario. You review what holds up and leave with a Strategy Brief you can revisit or take into your other AI tools.
Do I need a finished brief or hours of preparation?
No. Start with a question and what you know. Use Quick Spar for a focused exchange or the Strategy builder for a fuller decision. Add evidence and contributors as needed, save your progress and return later. Uncertainty can stay visible instead of being filled in with a confident guess.
What if my team disagrees?
People can work privately, publish selected contributions and review the different perspectives together. Keep disagreements visible, explore alternatives and decide what belongs in the strategy. AI does not turn differing views into a claim that everyone agrees.
What do I leave with?
A Strategy Brief with the recommended direction, reasoning, open questions and a roadmap. Keep useful scenarios as options, carry actions into Priorities and revisit the decision when something changes. You choose what to apply; AI does not make the commitment for you.

Getting started

Can I try the experience before paying?
The interactive demo uses a prepared example, including team input and a Strategy Brief. It needs no account and uses no AI credits. Your own work requires sign-in; plan and payment details are shown before checkout.
Can I start alone and invite people later?
Yes. Solo includes free contributor input. Choose Team when more people need Foothold AI and shared company context under one subscription. Compare the plans.
Can I bring the context I already have?
Add files, selected Drive material, meeting transcripts and connected Slack excerpts. You can also copy selected question or project context into other AI tools, or use the extension and local MCP connection. See what is available and how to connect.
Who can see my thinking?
Private work stays separate from what you choose to share. AI providers process relevant context to help you, with optional training and data sharing disabled on our accounts. Limit reuse keeps new work out of briefs and sharing until you approve it. Read the access and retention details.
Can I cancel?
Yes. Turn off renewal in Settings and keep access through your paid period. The first-session refund promise and billing details are on the pricing page.

Have another question? Get in touch.

Move your business forward with clarity.

Bring the question that matters most. Work through it with structure. Choose your next move. Break your bottlenecks.

Get started

First session not for you? Full refund within 30 days.

FootholdFoothold

The place to think through, collaborate on, and manage the strategic decisions shaping your company.

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