Stop treating every enterprise deal like a fire drill.
The Enterprise Deal Readiness Sprint is a 30-day implementation that gives your team the contracts, procurement answers, negotiation positions, and internal process to handle enterprise customers consistently — not from scratch, every time.
30-day delivery. If it slips, we keep working at no additional fee until it's done.
If any of this sounds familiar, you're already past the point of needing this.
The product is ready. The enterprise sales infrastructure hasn't caught up.
When a serious customer arrives —
- Legal documents are missing or outdated
- Privacy and security answers are scattered across old emails and Slack threads
- Sales doesn't know what it can promise without checking first
- Technical employees get pulled into the same questions, deal after deal
- The founder becomes the approval process
- Different customers get inconsistent answers to the same question
- Risks surface only once the deal is already under pressure
This isn't a missing-templates problem. It's the absence of a repeatable system for navigating what enterprise customers ask for.
Can't we just build this with AI?
AI takes your first answer and moves on. It has no stake in whether that answer was actually right — and nothing pushes it to keep asking until it is.
Knows when "yes" isn’t enough
"We delete customer data" sounds complete. It isn’t, until backups, logs, and subprocessors are each accounted for. Someone who’s seen this go wrong before knows to keep asking — AI stops at the first plausible answer.
Reconciles
AI can compare documents you feed it. It can't tell you whether what they say matches what your product actually does — that takes investigation, not a read-through.
Has something to lose
If a lawyer signs off on a wrong answer, that's professional and financial exposure with their name on it. No AI tool has anything at stake if it's wrong — which is exactly why nothing makes it press further.
Five professional-looking documents can still add up to one broken system.
Your MSA can promise deletion in 30 days. Your DPA can permit 90. Your security questionnaire can say backups last a year. Your product can do something else entirely. Each document reads fine alone — the problem only shows up when someone checks them against what actually happens, not just against each other.
That check is what AI doesn't do. It's the entire point of the Sprint.
What changes in 30 days
Before
- Every large customer creates a new emergency
- Answers are created from scratch, every time
- Redlines are handled inconsistently
- Sales escalates almost everything
- Legal, product, and security info is scattered
- Nobody knows what the company should accept
- The founder is pulled into every negotiation
After
- Core legal and privacy documents are ready
- Common procurement answers are reusable
- Negotiation positions are documented in advance
- Sales knows what it can accept and what to escalate
- Ownership of each type of question is clear
- Supporting materials are organized in one place
- The next enterprise review runs on a defined process
What's included
Eight pieces, built around what your company actually sells and what it already has.
Enterprise readiness assessment
A prioritized gap assessment across contracts, privacy, security materials, and internal approval process — what to fix now, next, and later.
Enterprise contracting package
MSA, Order Form/SOW, DPA, NDA, subprocessor disclosure, security provisions, and AI-related terms — built or improved as needed.
Procurement response library
Reusable, approved answers on privacy, data location, subprocessors, retention, incident response, and AI use — translated into commercial language.
Negotiation playbook
Preferred language, acceptable fallbacks, terms to escalate, and terms to refuse — so the same questions stop reaching you twice.
Internal deal process
A simple workflow: what Sales gathers, when Legal steps in, who answers what, and how exceptions get approved.
Team implementation session
A working session with founder, Sales, and technical stakeholders so the system actually gets used, not just filed away.
Active-deal application
Applied to one real enterprise opportunity where available — implementation, not theory.
Final roadmap
Fix immediately, complete within 90 days, address as you scale, and what to refer to a specialist — plus what could matter in future diligence.
How the 30 days run
Diagnose
- Founder and stakeholder interviews
- Document collection
- Review prior deals and customer requests
- Identify the most consequential gaps
Build
- Improve core agreements
- Establish negotiation positions
- Begin the procurement response library
Operationalize
- Complete response materials
- Build the internal workflow
- Clarify ownership and escalation rules
Implement
- Train the team
- Apply the system to a live opportunity
- Deliver the final roadmap and hand over the system
Two ways in
Pilot pricing is limited to the first three companies in the productization phase. After that, it’s standard pricing.
Pilot offer
In exchange for pilot pricing, pilot clients simply agree to:
- Give honest feedback during the engagement
- Join a short results review at the end
- Allow a fully anonymized case study — never named, and never described in enough detail to be identifiable
Standard offer
Once the three pilot spots are filled, this is the ongoing price.
- 50% to begin, 50% upon completion
- No feedback or case-study obligations
- Same 30-day scope and deliverables
What this isn't
Set correctly from the start, so nothing is assumed that isn’t included.
- SOC 2 or ISO 27001 certification
- Penetration testing
- Technical security audits or control implementation
- Tax or securities advice
- Extensive sector-specific regulatory opinions
- Negotiation of unlimited customer agreements
- Complete remediation of every issue identified
- A guarantee that any specific deal will close
Where specialized work is needed, we identify it and coordinate with the right specialist.
This is for you if
- You’re a Canadian B2B SaaS or AI company, roughly $1M–$20M ARR
- You’re beginning to sell to larger customers
- You have an enterprise opportunity in your pipeline
- You’ve already hit contracts, DPAs, security questionnaires, or procurement reviews
- Founders or technical staff are answering every request themselves
- You don’t yet have a mature internal legal function
This isn't for you if
- You're pre-revenue with no enterprise deals in sight
- You already have a dedicated legal or deal-desk function handling this well
- You want certification, audits, or a guaranteed close — not this engagement
- You need a single document, not a system
Not sure if you’re ready for this yet?
Book a free 30-minute call. We'll talk through your pipeline and your current process, and figure out honestly whether this is the right time — no pressure either way.
Book a free 30-minute fit call