116 open positions

Outbound Sales Jobs with a Great Work-Life Balance

Browse 116+ outbound sales jobs at companies offering unlimited PTO and best places to work—for a better work-life balance. 17 new this week. Hiring companies include Block, Samsara, and Cloudbeds.

Schedules on this page

4-day weeks 5
generous PTO 4
flexible hours 6
unlimited PTO 35
best places to work 38

Updated August 23, 2026

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Sales Development Representative

NEW

Supporting Strategies · Remote · Beverly, MA, USA

86 · Excellent4 Day Work Week$60k – $85kPro · early access

Enterprise Account Executive

NEW

LocalStack · Remote · USA or UK

62 · GoodUnlimited PTO$200k – $300k

Business Development Representative, Manufactured Housing

SafeLease · Remote · USA

62 · GoodUnlimited PTO

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Ecommerce Account Executive – Hunter (Outbound)

Pipe17 · Remote · USA

61 · GoodUnlimited PTO

Enterprise Account Executive, Expand Southeast

Elastic · Remote · Florida, USA

62 · GoodBest Place to Work$113k – $179k

Business Development Representative (UK)

4mo

Novisto · Remote · London, UK

82 · Great4 Day Work Week

Business Development Representative

Tulip Interfaces · Remote · Singapore, Singapore

59 · GoodUnlimited PTO

Sales Development Representative (Hindi Speaking)

Canary Technologies · Remote · India

64 · GoodRotating 4 Day Week

Sales Development Representative (Greek Speaking)

Canary Technologies · Remote · Spain

64 · GoodRotating 4 Day Week

Sales Development Representative (English Speaking)

Canary Technologies · Remote · Spain

64 · GoodRotating 4 Day Week

Senior Sales Development Representative

12d

Time Doctor · Remote · USA

70 · GreatFlexible Hours

Commercial Account Executive, Acquisition

26d

Grafana Labs · Remote · Sweden

72 · GreatGenerous PTO

Sales Development Representative

4mo

SambaSafety · Remote · USA

70 · GreatSummer Fridays$55k – $60k

Senior Account Executive - Credit & Lending Products

11d

Mercury · Remote · USA

62 · GoodUnlimited PTO$153k – $212k

Account Executive - Large Enterprise Retail and Hospitality UKI

1mo

Workday UK and Ireland · Remote · London, UK

68 · GoodGenerous PTO

Business Development Representative, Public Sector

SecurityScorecard · Remote · USA

58 · GoodUnlimited PTO

Sales Development Representative, Payments

10d

Tekmetric · Remote · USA

57 · GoodBest Place to Work

Outreach Specialist

21d

TheSoul Publishing · Remote · Portugal

65 · GoodFlexible Hours

Sales Manager

1mo

Parachute Health · Remote · USA

65 · GoodSummer Fridays$100k – $120k

Sales Development Representative (SDR) DACH

3mo

WorkMotion · Remote · Spain

65 · GoodFlexible Hours

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Got questions?

Frequently asked questions

Everything you need to know about 4-day week jobs

Employers hiring for Outbound Sales on this page include Block, Samsara, and Cloudbeds. Outbound 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 Outbound Sales is a primary requirement or one of several preferred skills — expand any role above to see the full stack and responsibilities.

Outbound Sales roles span the full seniority range — we list 94 open roles requiring Outbound 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 — Outbound 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.

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. Outbound Sales 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 Outbound Sales 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 Outbound Sales on current listings.

Browse all 116 jobs

Outbound Sales Jobs with a Great Work-Life Balance

Browse 116+ outbound sales jobs at companies offering unlimited PTO and best places to work—for a better work-life balance. 17 new this week. Hiring companies include Block, Samsara, and Cloudbeds.

Job listings

Frequently asked questions

Job listings

Frequently asked questions

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