209 open positions

Roadmapping Jobs with a Great Work-Life Balance

Browse 209+ roadmapping jobs at companies offering generous PTO and unlimited PTO—for a better work-life balance. 28 new this week. Hiring companies include Anthropic, Elastic, and Grafana Labs.

Schedules on this page

generous PTO 27
flexible hours 11
unlimited PTO 68
best places to work 69
generous parental leave 19

Updated October 24, 2026

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Senior Product Manager, Core (USA/Europe)

Hospitable · Remote · USA

73 · GreatGenerous PTO$170k – $208k

Senior Technical Product Manager

6mo

Simprints · Remote · UK

93 · Excellent4 Day Work Week£60k – £70k

Growth Product Manager

Time Doctor · Remote · Canada

70 · GreatFlexible Hours

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Staff Product Manager, Enterprise Deployment Solutions

Grafana Labs · Remote · USA

72 · GreatGenerous PTO$209k – $250k

Staff Product Manager, Enterprise Deployment Solutions

Grafana Labs · Remote · Ireland

72 · GreatGenerous PTO€134k – €160k

Senior Product Manager

10d

Nexus Mods · Remote · UK

85 · Excellent4 Day Work Week£60k – £70k

Group Product Manager

22d

Digible · Remote · USA

90 · Excellent4 Day Work Week

Product Manager, LATAM

NEW

Airbnb · Remote · Mexico or USA

64 · GoodFlexible HoursR$49,167 – R$61,667/mo

Principal Product Manager II, AI/Vectors

NEW

Elastic · Remote · London, UK

62 · GoodBest Place to Work

Principal Product Manager Agents and Context

NEW

Elastic · Remote · UK

62 · GoodBest Place to Work

Principal, R&D Learning Products & Enablement

Samsara · Remote · USA

57 · GoodBest Place to Work

Senior Product Manager, Provider Experience

Parachute Health · Remote · USA

65 · GoodSummer Fridays

Assessment Content Product Manager, Reach

Riverside Insights · Remote · USA

59 · GoodGenerous PTO$105k – $120k

Senior Quantitative Analyst

10d

BHG Financial · Remote · USA

66 · GoodRotating 4 Day Week

Senior Product Manager (Athena)

Chainguard · Remote · USA

62 · GoodBest Place to Work$205k – $231k

Lead Product Manager, Fan Experience

SeatGeek · Remote · USA

61 · GoodUnlimited PTO$152k – $220k

Lead Product Manager, Fan Experience

SeatGeek · Remote · USA

61 · GoodUnlimited PTO$152k – $220k

Senior Product Manager - Invoicing

Mercury · Remote · Canada or USA

62 · GoodUnlimited PTO$201k – $251k

Engineering Manager, Secure Development Engineering

10d

Airbnb · Remote · USA

64 · GoodFlexible Hours$212k – $265k

Senior Engineering Manager, Grafana Frontend

1mo

Grafana Labs · Remote · Ireland

72 · GreatGenerous PTO€134k – €160k

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Frequently asked questions

Everything you need to know about 4-day week jobs

Employers hiring for Roadmapping on this page include Anthropic, Elastic, and Grafana Labs. Roadmapping 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 Roadmapping is a primary requirement or one of several preferred skills — expand any role above to see the full stack and responsibilities.

Roadmapping 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 — Roadmapping 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. Roadmapping 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 Roadmapping 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 Roadmapping on current listings.

Browse all 209 jobs

Roadmapping Jobs with a Great Work-Life Balance

Browse 209+ roadmapping jobs at companies offering generous PTO and unlimited PTO—for a better work-life balance. 28 new this week. Hiring companies include Anthropic, Elastic, and Grafana Labs.

Job listings

Frequently asked questions

Job listings

Frequently asked questions

Narrow these jobs