Blog · For Businesses
Onboarding a Remote Cold Caller in Week 1: The 5-Day Plan That Actually Works
Day-by-day plan to take a new remote ISA from offer letter to first booked appointment in five business days — scripts, tools, daily check-ins.
2026-06-02 9 min read
The #1 reason a remote hire fails in week 1: no plan. Here's the exact 5-day onboarding we recommend for any new ISA, whether they're hired through Hire Now or anywhere else.
Day 1 — Access + listening
- 15-min welcome call (camera on). Personal, not technical.
- Provision: CRM, dialer, Google Workspace, Slack, password manager.
- Send 10 of your best recorded calls. Their only job today: listen and write down 20 phrases you use.
Day 2 — Script + role-play
- Walk through the script line-by-line on a 45-min call. Explain the WHY behind each step.
- Role-play 4 calls — you as seller, them as ISA. Record. Review.
Day 3 — Shadow live calls
- They listen to you make 20 live dials.
- End of day: written reflection — "what surprised me, what I'd do differently."
Day 4 — First dials, low-pressure list
- 50 dials on a stale list (not your hot list). Goal: muscle memory, not appointments.
- You listen live to the first 10. Whisper-coach via Slack DM.
Day 5 — Real list, daily target
- Switch to the real list with a soft target (e.g. 80 dials, 1 appointment).
- End-of-day debrief: what worked, what to fix Monday.
The follow-through that decides week 2
15-min daily standup at the same time every day for the next 30 days. Skip this and retention drops 40%. Hire Now also runs an automated 90-day check-in on every placement — see how our guarantee covers week 1.