Ran the migration for both platforms at my last shop. This isn't about features, it's about operational stability and cost of ownership.
For a 50-person B2B team, HubSpot is the default answer. Salesforce is an over-engineered liability unless you have dedicated admins and complex contracting.
* **HubSpot**: It works. Downtime is near-zero. Your team will be productive in a week. The cost is predictable.
* **Salesforce**: You will be on-call for the platform itself. Custom objects and flows break. The 3am pages are about "Salesforce platform degradation." The cost balloons with every "add-on."
Biggest migration gotcha with Salesforce: data validation rules and triggers silently murder your import. You need a full dry-run in a sandbox.
```sql
-- Example: Simple contact import for HubSpot. It just works.
INSERT INTO hubspot.contacts (email, firstname, lastname, company)
SELECT email, first_name, last_name, company_name
FROM legacy_crm.contacts;
```
With Salesforce, the same import requires analyzing a 20-page field mapping document and pre-processing data for a dozen validation suites. Your error budget gets torched during the cutover weekend.
Wish I'd known: Salesforce requires a full-time FTE to manage for a team your size. HubSpot does not. Calculate total cost with that in mind.