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Think through your hardest decisions with 16 specialist perspectives

Ask about a potential acquisition. Trestle runs the DCF model, the strategic fit analysis, the ops integration plan, and the leadership transition framework — simultaneously. Built on 210+ Harvard and Wharton courses.

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221
strategic frameworks
210+
HBS & Wharton courses
16
specialist domains
24/7
always available
The problem

Strategic thinking is gatekept

The best strategic advice costs $500/hour and takes days to schedule. An MBA runs $200K+ and two years of your life. Generic AI gives you surface-level answers that wouldn't survive a board meeting.

Trestle exists because the quality of strategic thinking you can access should be determined by the quality of your questions, not the size of your network or the school on your diploma.

How it works

One question, 16 analytical lenses

01
You ask
Describe any strategic challenge — pricing strategy, market entry, team restructuring, capital allocation. Talk naturally, like you would with a trusted advisor.
02
Trestle routes
Your question is classified across 16 domains in under 200ms. The right specialists activate, and when the problem spans multiple domains, they run concurrently.
03
You think together
Trestle delivers structured analysis, then pushes back on your assumptions, surfaces blind spots, and asks the question you hadn't considered yet.
See it in action

What a real conversation looks like

Trestle
I'm a product manager at a mid-size SaaS company. Leadership wants me to own the launch of our first AI feature — a document summarizer for our enterprise customers. I've never launched an AI product before. Where do I even start?
Strategy Advisor
Good — you're right to treat this differently than a standard feature launch. AI features fail in specific, predictable ways that traditional product playbooks don't cover.

Before we get into roadmap, let me ask three questions that will shape everything:

1. What does "good enough" look like? Summarization has a trust problem — one hallucinated detail in an enterprise doc and you lose the customer. Do you have a quality bar defined yet?

2. Who's your internal champion on the customer side? AI features need someone who'll tolerate the early rough edges. Broad rollout on day one is usually a mistake.

3. Are you building or buying the model layer? That decision affects your timeline by 3-6 months and your margin structure permanently.
We're using an API — probably Claude. Quality bar is undefined, which is part of the problem. And I have two enterprise customers who volunteered for a pilot.
Tech PM
Good foundation. API-based means you can ship in weeks, not months — but the quality bar is the thing that will kill you if you leave it undefined. Here's what I'd do in your first two weeks:

Week 1: Define your eval set. Pull 50 real documents from those pilot customers. Run them through Claude now, before you build anything. Have a domain expert score each summary on accuracy, completeness, and whether it hallucinated. That scoring rubric becomes your quality bar.

Week 2: Build the thinnest possible loop. Summarize → human review → flag bad outputs → log everything. Don't optimize the prompt yet. Just instrument so you can see where it breaks.
That makes sense. What about the go-to-market side? My VP wants a "launch moment" but I'm nervous about overpromising.
Markets Strategist
Your VP wants a launch moment because they need to signal to the board that the company is "doing AI." That's a legitimate business need — but it doesn't mean you need GA on day one.

The move: Launch the narrative, not the product. Announce the pilot program publicly — "We're partnering with select enterprise customers to build AI-powered document intelligence." That gives your VP the press moment while you keep the blast radius small.

When the pilot proves out, that becomes your GA launch, and now you have real customer quotes instead of a feature spec.
I love that framing. One more thing — how do I make sure this doesn't become a career risk if the AI output embarrasses us with a customer?
Grandmaster
Smart to think about this now. Three things to put in place:

1. Paper trail your quality process. Send your VP a one-page summary of your eval framework and the quality bar you defined. If something goes wrong, you want the record to show you were rigorous.

2. Make the pilot customers co-owners. Frame it as "building together" — their feedback shapes the product. Co-owners don't complain to your sales team; they flag issues to you directly.

3. Set the success metric before you launch. Define what "working" looks like in numbers. If you let others define success after the fact, they'll move the goalposts.
Generic AI vs. Trestle

Same question, different league

Career advancement
“How do I position myself for the senior director promotion this cycle?”
Generic AI
Talk to your manager about your career goals, take on more responsibility, and document your achievements. Make sure you're visible in meetings and build relationships with senior leaders.
Trestle
Maps the promotion committee structure, identifies that above-director promotions are peer-endorsed. Builds a 60-day plan: own a cross-functional initiative for VP-peer visibility, pre-build a promotion packet with 3 measurable business outcomes, and reframe tenure gap as trajectory.
▲ A political strategy, not a pep talk
Executive communication
“I need to write my monthly departmental status update for leadership.”
Generic AI
Start with a summary of key accomplishments, list ongoing projects and their status, note any blockers or risks, and end with next month's priorities. Use bullet points for clarity.
Trestle
Structures around what leadership actually reads: opens with the one metric that moved, flags the decision you need from them (not just "FYI" items), and buries the status table below the fold. Rewrites hedging language into confident framing.
▲ Written for how execs actually read, not how templates say to write
Organizational politics
“A peer keeps undercutting me in cross-functional meetings. How do I handle this?”
Generic AI
Have a direct conversation with them about the behavior. If it continues, involve your manager. Stay professional and focus on building your own reputation through good work.
Trestle
Diagnoses the power dynamic first: are they threatened, territorial, or performing for someone in the room? Designs a response strategy — pre-wire your key points with stakeholders before the meeting, use "build on" framing to reclaim ideas publicly, and create a paper trail that makes your contributions undeniable.
▲ Reads the room, then gives you the playbook
Deep research

When you need the full analytical bench

Pricing strategy
“Should we raise prices 20% on our Pro tier?”
Generic AI
Yes, a 20% increase is reasonable if you communicate the value. Consider grandfathering existing customers and highlighting new features to justify the change.
Trestle
Models 3 scenarios with retention curves. Flags that 65% gross margin gives room but only if churn stays under 8%. Recommends a value-tier split to test willingness to pay before a full pass-through.
▲ Quantified trade-offs, not generic advice
Acquisition analysis
“A competitor with $8M ARR is for sale at 6x. Should we acquire?”
Generic AI
A 6x revenue multiple is within the typical SaaS range. Consider their growth rate, churn, and team culture fit before proceeding. Due diligence is important.
Trestle
Runs DCF on their cohort data, flags customer overlap risk at 35%, models integration costs against organic build, and surfaces a leadership retention clause the LOI should include.
▲ 4 specialists working the deal simultaneously
Market entry
“We’re considering expanding from the US into the UK market.”
Generic AI
The UK is a strong market for SaaS. You should research local regulations, consider currency risks, and potentially hire a local team. Start with a landing page to test demand.
Trestle
Maps your ICP density in UK vs. DACH, models FX-adjusted unit economics, flags UK data residency requirements that affect your architecture, and recommends a channel-first entry to limit burn.
▲ Market, ops, legal, and finance in one answer
The bench

16 specialist perspectives, one conversation

Each brings a distinct analytical framework. When the problem crosses domains, they work in parallel and synthesize.

Financial Analyst
Finance & Valuation
DCF models, comparable analysis, balance-sheet diagnostics, and capital-structure trade-offs.
Strategy Advisor
Competitive Strategy
Competitive positioning, moats, market entry, and long-range strategic planning.
Management Consultant
Organizational Design
Org restructuring, operating models, span-of-control analysis, and change management.
Leadership Advisor
People & Culture
Executive coaching, team dynamics, performance conversations, and culture-building.
Markets Strategist
Go-to-Market
GTM planning, pricing strategy, channel mix, and launch sequencing.
Operations Analyst
Process & Supply Chain
Process optimization, bottleneck analysis, supply-chain modeling, and lean operations.
Quantitative Analyst
Data & Decision Models
Statistical modeling, scenario analysis, Monte Carlo simulations, and decision frameworks.
Founder / CEO
Startup Strategy
Fundraising prep, burn-rate planning, product-market fit, and founder decision-making.
General Manager
P&L Ownership
P&L management, cross-functional leadership, budget trade-offs, and business-unit strategy.
Tech PM
Product & Technology
Roadmap prioritization, technical trade-offs, sprint planning, and stakeholder alignment.
VC Due Diligence
Investment Analysis
Deal screening, market sizing, cap-table analysis, and investment memo drafting.
Global Advisor
International & Macro
Geopolitical risk, cross-border expansion, FX exposure, and international regulatory strategy.
Comms Coach
Executive Communication
Speeches, investor pitches, difficult conversations, and high-stakes messaging.
Grandmaster
Organizational Politics
Power mapping, influence tactics, navigating reorgs, and managing up through complexity.
Intel Analyst
Competitive Intelligence
Competitor profiling, signal detection, market-threat assessment, and intelligence briefs.
MBA Router
Multi-Domain Orchestration
Automatically routes your question to the right specialist — or coordinates several at once.
Pricing

Access structured strategic thinking

Free
$0
"So this is what it feels like to think with an MBA advisor."
  • ✓ Limited questions per day
  • ✓ All 16 specialist domains
  • ✓ Sonnet-powered analysis
  • ✓ Basic conversation history
Pro
$49/mo
"I can't believe I was making these decisions without this."
  • ✓ 10x free tier
  • ✓ Extended thinking
  • ✓ Concurrent skill execution
  • ✓ Full conversation memory
Executive
$250/mo
"This is the advisory board I always needed but could never afford."
  • ✓ Everything in Pro
  • ✓ Unlimited daily questions
  • ✓ Unlimited async deliverables
  • ✓ Priority queue processing
  • ✓ All 5 concurrent skill patterns

Your next strategic decision deserves better than gut instinct.

Join the waitlist. We'll notify you as soon as Trestle is ready — and early signups get priority access.

Works with any email. No spam. Unsubscribe anytime.

✓
You're on the list
We'll reach out when Trestle is ready.