23 open positions

Customer Education Jobs with a Great Work-Life Balance

Browse 23+ customer education jobs at companies offering generous PTO and unlimited PTO—for a better work-life balance. 6 new this week. Hiring companies include CloudTalk, Samsara, and BambooHR.

Schedules on this page

generous PTO 5
flexible hours 1
unlimited PTO 9
best places to work 8

Updated October 16, 2026

Keep the roles you like

Save jobs, track applications and revisit your searches — free.

6
New this week: 20
Companies

Narrow these jobs

5 fresh jobs need Pro to unlock

Pro members see new roles 48 hours before everyone else.

Unlock with Pro

Field Clinical Engineer

NEW

Biogen · Remote · USA

60 · GoodGenerous PTO$131k – $175k

Senior Product Marketing Manager

Influ2 · Remote · USA

64 · GoodUnlimited PTO

Client Enablement Lead

Alloy · Remote · New York City, NY, USA

57 · GoodBest Place to Work$180k – $220k

Save the roles you like

A free account keeps your saved jobs, your job tracker and your search history in one place.

Create free accountSign up

Technical Support Engineer II

1mo

Storyblok · Remote · Costa Rica +2 more

68 · GoodFlexible Hours

Customer Support Engineer, Tier 1 Windows

20d

JumpCloud · Remote · Mexico

62 · GoodBest Place to Work

Solutions Engineer (Enterprise)

23d

Cribl · Remote · Florida or North Carolina

62 · GoodUnlimited PTO$206k – $250k

Advanced Support Payments

29d

Cloudbeds · Remote · USA

62 · GoodBest Place to Work$70k – $89k

Director of Clinical Strategy - Compliance Suite (ControlCheck & PrivacyPro)

1mo

Bluesight · Remote · USA

61 · GoodUnlimited PTO$130k – $150k

Customer Success Engineer (Scaled)

1mo

Deepgram · Remote · USA

60 · GoodUnlimited PTO$147k – $177k

Product Support Engineer

1mo

Tulip Interfaces · Remote · Japan

59 · GoodUnlimited PTO

Field Enablement Specialist

5mo

EliseAI · Remote · New York City, NY, USA

59 · GoodUnlimited PTO$70k – $115k

Senior Scaled Customer Education Specialist

1mo

Samsara · Remote · USA

57 · GoodBest Place to Work$81k – $122k

Senior Training Specialist

4mo

Samsara · Remote · USA

57 · GoodBest Place to Work$81k – $122k

Sales Development Representative - Inbound

14d

CloudTalk · Hybrid · Barcelona, Spain

61 · GoodUnlimited PTO

Tax Associate, Client Tax Services and Solutions

14d

Justworks · Hybrid · New York, NY, USA

58 · GoodBest Place to Work$82k – $99k

Sales Development Representative I

3mo

ZoomInfo · Hybrid · London, UK

57 · GoodBest Place to Work

Customer Success Manager, Scale

4mo

Fin · Hybrid · Chicago, IL, USA

57 · GoodBest Place to Work$109k – $130k

Instructional Design

5mo

Basis · Onsite · New York, NY, USA

56 · GoodUnlimited PTO$125k – $250k

Showing 18 of 23

Show all 23

Got questions?

Frequently asked questions

Everything you need to know about 4-day week jobs

Employers hiring for Customer Education on this page include CloudTalk, Samsara, and BambooHR. Customer Education roles appear most frequently in engineering, data, and platform teams at companies that offer a 4-day week or another flexible schedule. Each listing indicates the seniority level and whether Customer Education is a primary requirement or one of several preferred skills — expand any role above to see the full stack and responsibilities.

Customer Education roles on this page span seniority levels, from entry-level and mid-level through senior, lead, and staff or principal positions. Filter by level in the sidebar to narrow the list above to the ones that fit you.

Lead with measurable outcomes over time spent — Customer Education hiring managers at companies that run 4-day weeks or flexible schedules care about delivered value, not hours worked. Highlight projects where you shipped at a steady cadence, collaborated asynchronously, or reduced engineering toil through automation or tooling. Include concrete metrics (latency improvements, adoption numbers, cost reductions) rather than vague duty descriptions. Expand listings above to see the exact framing each employer uses in their job descriptions.

Pay depends on the role, seniority, location, and employer — not on the schedule alone. Customer Education roles in tech and data typically command premium rates, and specific ranges depend on seniority and sub-specialty (e.g. backend vs frontend, infra vs ML). Individual listings above show exact bands where the employer publishes them.

Depends on the role, but Customer Education candidates who also demonstrate async communication, clean documentation, and cross-functional collaboration are typically strong fits for employers that run 4-day weeks or flexible schedules — those teams rely on written-first communication and high-context handoffs. Technical-adjacent skills vary by stack. Browse the top skills shown in the sidebar to see which tags co-occur most often with Customer Education on current listings.

Browse all 23 jobs