Yes.
You need to fix your lead flow before any CRM will help.
What's really going on
You are one person running two businesses with zero inbound right now. Texting/RVM crackdowns killed your outbound, referrals dried up, your processor ghosted, and you don't even like the DSCR side that pays the bills. That's not a CRM problem. That's a channel problem, a focus problem, and a burnout signal. A pipeline tool organizes deals you have — you don't have them.
What to do instead
- Pipedrive, roughly $14-15/mo, one seat — one visual pipeline, two stages sets (REI acquisitions, DSCR files). Skip HubSpot free (no permissions, as you noted) and skip Bigin. One seat is $15, not $80 — you were quoted the top tier.
- Airtable free — build the LOI/PSA generator here with a form + doc merge extension. Do NOT rebuild your CRM in it again; you already know followups get messy. Use it ONLY as your document factory feeding Pipedrive.
- Habit: 20 direct-mail pieces a day to your LandInsights list, by hand, for 30 days. Snail mail is the channel that still works under current TCPA/RVM enforcement. Do it tomorrow morning before you open email.
Tonight: open Pipedrive's free trial, import your last 12 months of LandInsights contacts into one pipeline called "Land — motivated sellers," delete every DSCR-referral lead older than 90 days. 30 minutes.
What you're being oversold
You're being pitched HubSpot Sales Hub ($760/mo tier), Pipedrive's Power/seat, and probably Apollo or similar for "outbound at scale." Apollo/Outreach/Salesloft are built for 20+ rep teams running cold sequences — you are one person and cold outbound is exactly the channel that just broke. Follow Up Boss is real-estate-native but priced for teams with buyer agents, not solo land investors. Doing nothing costs you the DSCR income you already resent — you'll keep chasing documents for clients you don't want while the REI side you actually like starves.
When to revisit this
When you have 30+ live seller conversations a month OR you hire your first ISA — whichever comes first. Not before.
The part worth getting right
The real fork is not which CRM. It's whether you're building one business or two. If REI is the future, DSCR becomes a referral-out revenue stream you hand off — and you hire an acquisitions VA, not three ISAs. If DSCR is the cash engine that funds REI deals, you fix the document-collection process first (client portal, required-docs checklist, kill-clients-who-won't-comply rule) and ISAs come later for REI only. Pick wrong and you'll spend six months building infrastructure for the business you're trying to leave. Which one actually pays you enough to walk away from the other in 18 months?