Updated June 15, 2026

78 open positions

Challenger Sales Jobs with a Great Work-Life Balance

Browse 78+ challenger sales jobs at companies offering generous_parental_leave and best_place_to_work—full pay and a better work-life balance. 2 new this week.

Hiring companies include MongoDB, Okta, and New Relic. Schedules on offer include generous_parental_leave, best_place_to_work, and unlimited PTO.

Jobs

New This Week

10+

Companies

Updated Daily

Trusted by 350+ companies offering reduced work schedules

78 Jobs Found

Sr. Regional Account Manager

10d

HopSkipDrive

RemoteUSA

4 day week during Summer

Account Executive (EMEA)

1mo

Deepgram

RemoteEurope +2 more

5 day weekUnlimited PTO

Account Executive (EMEA)

1mo

Deepgram

RemoteUK

5 day weekUnlimited PTO

Account Executive (EMEA)

1mo

Deepgram

RemoteUK

5 day weekUnlimited PTO

Enterprise Account Executive

13d

Syndigo

RemoteGermany

5 day weekBest Place to Work

Account Executive (Enterprise / Strategic) - East Region

14d

Iterable

RemoteUSA

5 day weekBest Place to Work

Account Executive (Enterprise) - West Region

14d

Iterable

RemoteUSA

5 day weekBest Place to Work

Business Development Representative, Commercial

13d

Fivetran

RemoteJapan

5 day weekBest Place to Work

Strategic Account Executive, Auth0

13d

Okta

RemoteUSA

5 day weekBest Place to Work

Enterprise Account Executive

13d

Okta

RemoteUSA

5 day weekBest Place to Work

Enterprise Account Executive, Growth

16d

MongoDB

RemoteUSA

5 day weekGenerous Parental Leave

Strategic Account Executive

1mo

Deepgram

RemoteUSA

5 day weekUnlimited PTO

Strategic Account Executive UK/I

Okta

HybridLondon, UK

5 day weekBest Place to Work

Principal Partner Specialist

11d

MongoDB

HybridParis, France

5 day weekGenerous Parental Leave

Solutions Engineer

1mo

Pulumi

HybridSan Francisco, USA

5 day weekUnlimited PTO$115k - $190k

Senior Mid-Market Sales Account Executive

13d

Forward Networks

HybridUtah, USA

5 day weekBest Place to Work$275k - $300k

Senior Account Executive - Enterprise Sales

14d

New Relic

HybridTokyo, Japan

5 day weekBest Place to Work

Senior Account Executive - Enterprise Sales

14d

New Relic

HybridTokyo, Japan

5 day weekBest Place to Work

Senior Account Executive - Enterprise Sales

14d

New Relic

HybridTokyo, Japan

5 day weekBest Place to Work

Strategic Sales Manager

1mo

EliseAI

OnsiteNew York City, USA

5 day weekUnlimited PTO

Search all 78 jobs

How we curate this list

We track companies that publicly offer reduced-hours schedules — 4-day weeks, 9-day fortnights, half-day Fridays, and more. This page refreshes daily; companies that drop the policy are removed. Read about our editorial standards →

Last reviewed: June 15, 2026

Got questions?

Frequently asked questions

Everything you need to know about 4-day week jobs

Employers hiring for Challenger Sales on this page include MongoDB, Okta, and New Relic. Challenger Sales roles appear most frequently in engineering, data, and platform teams at companies that have adopted a reduced-hours schedule. Each listing indicates the seniority level and whether Challenger Sales is a primary requirement or one of several preferred skills — expand any role above to see the full stack and responsibilities.

Challenger Sales roles span the full seniority range — we list 78 open roles requiring Challenger Sales across entry-level, mid-level, senior, lead, and staff/principal positions. Senior and above tend to dominate because employers offering reduced-hours schedules often lean toward experienced individual contributors who can deliver consistently in fewer hours. Filter by level in the sidebar to narrow the list above.

Lead with measurable outcomes over time spent — Challenger Sales hiring managers at reduced-hours companies 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.