Yes.
You need a CRM — and the right answer for your stack is Attio Pro or Zoho CRM Enterprise, not Pipedrive.
What's really going on
You have a real sales motion — 10 to 50 inbound leads, a shared Gmail, one closer today, four regional reps and commissioned contractors coming. The hard part is not the pipeline. It is the visibility wall: staff reps see their region, commissioned contractors see only their own deals, and n8n has to read and write everything cleanly. That requirement, plus multiple emails per deal, knocks out the cheap tiers of every CRM on your list.
What to do instead
- Attio Pro (~$69/user/mo annual — paid plans are $29 Plus and $69 Pro on annual billing, with each tier adding advanced permissions and enterprise security controls) — closest match to your Airtable-shaped brain, real-time Gmail sync, custom objects let you model "deal with multiple contact emails" natively, clean REST API for n8n.
- Zoho CRM Enterprise (~$40/user/mo annual, ~$400/mo for 10 — about $400 per month with annual billing) — the cheapest path that still gives you territory management, role + field-level permissions, and a mature API. UI is heavier than Attio. Worth it if cost dominates.
- Today, in 30 minutes: open Attio's free workspace, import your last 30 Gmail threads, and build one deal record with two contact emails attached. You will know in one sitting whether the data model fits.
What you're being oversold
Pipedrive Power runs $69 per user per month billed annually — that is where the advanced permissions you need actually live, so you are paying Attio Pro money for a weaker API and a clunkier custom-object story. Twenty is tempting because it is open-source and matches your self-host instinct, but you are already running n8n on a Mac Mini; making your CRM the second self-hosted system your revenue depends on is a support contract you are writing for yourself. Doing nothing means commission disputes you cannot settle from the inbox once rep three signs on.
When to revisit this
The day a commissioned contractor asks "which of these leads are mine" and you cannot answer in under a minute.
The part worth getting right
One judgment call decides this. How complex is your visibility wall, really? If commissioned contractors just see deals they own and staff reps see their region — simple ownership rules — Zoho Enterprise wins on price and does the job. If you need overlapping territories, manager rollups, and a contractor who can be looped into one deal without seeing the rest of that region — Attio Pro's permission model and data flexibility earn the extra spend. Get this wrong and you migrate CRMs in twelve months, mid-hire.