The posting
Are you the kind of person who can walk into a business with no documented contract process and build one from scratch, rather than waiting to be handed a playbook? Do you get energy from making dense legal terms usable for non-legal teams, instead of just filing them away? Are you comfortable owning both sides of a negotiation – redlining what a client sends you and reviewing what a vendor sends us – in the same week?
If this sounds like you, keep reading. If not, that's okay – this role is not a fit, and that clarity is intentional.
Why this role exists
Contract management at Foundation has been running on multiple people’s tribal knowledge rather than a documented process, and it doesn't scale as our enterprise book (including a recent >$1M account expansion) grows. This role takes full ownership of all contract lifecycles end to end – drafting, negotiating, and reviewing every contract scenario we handle, from new client agreements to vendor and independent contractor agreements – so it's no longer split across whoever has bandwidth that week.
This person unlocks the next phase of our enterprise growth without adding legal risk or bottlenecking through one overloaded person.
Who this role is for
This role is for someone who:
- Takes ownership of ambiguous, undocumented processes and turns them into a working system
- Is comfortable owning drafting and negotiation directly, not just reviewing what others produce
- Has the judgment to know when to resolve a redline directly and when it needs escalation to counsel
- Communicates contract terms clearly to non-legal stakeholders (sales, AMs, project coordinators)
- Is fluent in modern contract tooling (DocuSign, PandaDoc, ClickUp, AI-assisted knowledge systems) and enjoys configuring it, not just using it
- Adapts well to Foundation's fast-paced, fully remote working rhythm
This role is not a fit if you:
- Need a fully built process handed to you before you can start contributing
- Prefer reviewing other people's drafts rather than owning drafting and negotiation yourself
- Are not comfortable working independently across US and Canadian jurisdictions with limited live overlap
- Treat legal review as a bottleneck to route around rather than a judgment call to own
What you'll be responsible for
Full-Cycle Contract Ownership & Negotiation (~75% of your time)
You are the single owner of contract drafting and negotiation across every scenario we handle – new client contracts (our template and the client's own paper), change orders, vendor contracts, MNDAs, employment contracts, and independent contractor/freelancer agreements.
- Draft and negotiate new client MSAs/SOWs from our template, and manage the client review and redline process directly
- Own content-mapping and negotiation for contracts using a client's own MSA/SOW template (e.g. enterprise accounts)
- Draft and manage change orders and extension orders referencing standing MSA/T&C terms
- Draft and negotiate vendor contracts, including cross-referencing vendor terms against the live client contract they support, for scope, IP, and confidentiality consistency
- Draft and manage employment, independent contractor and freelancer agreements
- Own escalation judgment calls – what proceeds internally versus what goes to outside counsel – and act as the sole point of contact with counsel; no other team member initiates contact with outside counsel directly, to protect cost and turnaround time
- Review every contract for insurance and liability terms (indemnification, coverage limits, additional insured requirements) as a standard part of contract review, coordinating with People Ops to confirm actual coverage specifics and complete InfoSec questionnaires where required – replacing today's ad hoc process
- Audit active SOWs and change orders against governing MSA terms to catch scope creep before it becomes a margin problem
Improving Contract Knowledge Systems (~25% of your time)
- Own and harmonize the template library (Client MSA, SOW, Vendor MSA, Change Orders, CA/US Employment contracts, independent and freelance contracts) so terms overlay cleanly across related documents
- Document the accept/reject policy (acceptable terms, deposit requirements, escalation thresholds) that today only exists informally
- Own the contract intake and storage system: manage incoming review/drafting requests through ClickUp triage, and ensure every executed contract is consistently stored in both Google Drive (organized by client) and logged in ClickUp where applicable
- Contribute to an AI-assisted contract knowledge tool build that makes contract terms accessible to account and delivery teams without needing to ask you every time
- Configure and maintain DocuSign/PandaDoc for e-signature, tracking, and lifecycle metadata
The split will flex depending on where we are in standing up the practice – early months lean more heavily toward the second area. That's expected.
What success looks like
After 90 days:
- Every active contract scenario (new client, client-paper, change order, vendor, independent contractor/freelance, employment, MNDAs) routes through you directly, with no drafting or negotiation left with Sales, AM, People Ops or Project Coordination teams
- The accept/reject policy is documented and being applied consistently
- Template library is harmonized across all contract formats
- Contract intake and dual storage (Google Drive + ClickUp) is live and being used consistently
- A working knowledge system (bot, repository, or summary process) is live for at least one contract category
- Escalation criteria for outside counsel are written down and being followed
- No contract of any type is sitting unreviewed for more than 2 business days
Qualifications:
- 6+ years in contract management, paralegal, or contracts-counsel work, ideally within B2B SaaS, marketing/agency, or professional services
- Demonstrated experience independently drafting and negotiating MSAs, SOWs, vendor contracts, and change orders – not just reviewing what others draft
- Strong working fluency in US and Canadian contract law fundamentals (indemnification, liability caps, IP/usage rights, data privacy basics). A law license is not required – outside counsel remains engaged for formal legal opinions – but this role needs to know when something requires counsel and be conversant enough to brief them efficiently
- Familiarity with data privacy frameworks relevant to our client base (e.g. GDPR, PIPEDA, CCPA)
- Proven track record of building a contract management function, workflow, or Customer Lifecycle Management tooling from scratch, not just operating inside an existing one
- Practical fluency with DocuSign, PandaDoc, ClickUp, and at least one AI-assisted knowledge or CLM tool
- Demonstrated ability to work independently in a remote, high-volume role, prioritizing across multiple concurrent contract types without close supervision
Location, timezone & work setup
Work setup: Fully remote Target locations: United States and Canada Timezone Timezones: Mountain Time overlap Commitment: Full-time
Compensation
- Base pay range: $60,000 – $110,000 CAD / year (depending on experience & location)
- OTE: $75,000 - $138,000 CAD / year (Eligible for Company Profit Share, Team/Dept Performance Bonus and Individual Performance Bonus)
- How We Set Comp: Final compensation is determined by experience, role level, and location. We use a role × level × location framework. We pay intentionally, hire globally, and reward impact.
How to apply:
- Fill in Culture Index survey: https://go.cultureindex.com/p/WzsmN1CTERP
- Apply through the application form
