33 open positions

Entrepreneurial Jobs with a Great Work-Life Balance

Browse 33+ entrepreneurial jobs at companies offering unlimited PTO and best places to work—for a better work-life balance. 2 new this week. Hiring companies include Toast, Process Street, and Braze.

Schedules on this page

4-day weeks 1
summer Fridays 1
generous PTO 1
unlimited PTO 14
best places to work 16

Updated September 12, 2026

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New this week: 17
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Staff Product Manager (USA/Europe)

1mo

Hospitable · Remote · Oregon, USA

73 · GreatGenerous PTO$174k – $214k

Programmatic Account Executive

Block · Remote · New York, USA

61 · GoodUnlimited PTO$114k – $172k

Solution Consultant (Pre-sales)

Nexthink · Remote · Munich, Bavaria, Germany

57 · GoodUnlimited PTO

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Account Executive

15d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Account Executive

15d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Account Executive

16d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Strategic Partnerships Manager - AI/API

2mo

Mercury · Remote · USA

62 · GoodUnlimited PTO$163k – $226k

Financial Wealth Advisor (Focus Team)

1mo

Farther · Remote · USA

59 · GoodUnlimited PTO

Bilingual Strategic Cuisines Account Executive (Spanish)

1mo

Toast · Remote · Huntsville, AL, USA

58 · GoodBest Place to Work

Strategic Cuisines Account Executive - Spanish

1mo

Toast · Remote · Huntsville, AL, USA

58 · GoodBest Place to Work$115k – $185k

Senior Product Manager, Toast Now

3mo

Toast · Remote · USA

58 · GoodBest Place to Work$125k – $254k

Staff Product Manager - Occupational Health (New Ventures)

1mo

Wellhub · Remote · Brazil

57 · GoodBest Place to Work

Account Executive

16d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Account Executive

16d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Account Executive

16d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Account Executive

16d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Account Executive

16d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Account Executive

16d

Process Street · Remote · USA

63 · GoodUnlimited PTO

Associate VP & Chief Commercial Officer/Chief Revenue Officer

Ohio State University · Onsite · Columbus, OH, USA

61 · GoodCompressed Work Week

Principal, Strategic AI Sales

Braze · Hybrid · Chicago, IL, USA

57 · GoodBest Place to Work$115k – $180k

Showing 20 of 33

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Frequently asked questions

Everything you need to know about 4-day week jobs

Employers hiring for Entrepreneurial on this page include Toast, Process Street, and Braze. Entrepreneurial 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 Entrepreneurial is a primary requirement or one of several preferred skills — expand any role above to see the full stack and responsibilities.

Entrepreneurial roles span the full seniority range — we list 35 open roles requiring Entrepreneurial 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 — Entrepreneurial 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.

For the full-pay schedules here — 4-day weeks and 9-day fortnights — yes: you keep a full-time salary for a shorter week. Part-time and pro-rata roles instead scale pay to hours, and each listing makes the arrangement clear. Entrepreneurial roles in tech and data typically command premium rates at both reduced-hours and traditional employers; specific ranges depend on seniority, location, 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 Entrepreneurial candidates who also demonstrate async communication, clean documentation, and cross-functional collaboration are typically strong fits for reduced-hours employers — those companies rely on written-first communication and high-context handoffs to operate on a compressed schedule. Technical-adjacent skills vary by stack. Browse the top skills shown in the sidebar to see which tags co-occur most often with Entrepreneurial on current listings.

Entrepreneurial Jobs with a Great Work-Life Balance

Browse 33+ entrepreneurial jobs at companies offering unlimited PTO and best places to work—for a better work-life balance. 2 new this week. Hiring companies include Toast, Process Street, and Braze.

Job listings

Frequently asked questions

Job listings

Frequently asked questions

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