24 open positions

Offensive Security Jobs with a Great Work-Life Balance

Browse 24+ offensive security jobs at companies offering unlimited PTO and best places to work—for a better work-life balance. 1 new this week. Hiring companies include Samsara, Anthropic, and Opendoor.

Schedules on this page

unlimited PTO 10
best places to work 10
generous parental leave 4

Updated October 9, 2026

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Sr Offensive AI Security Engineer II

Samsara · Remote · Dallas, TX, USA

57 · GoodBest Place to Work$158k – $239k

Sr Offensive AI Security Engineer II

Samsara · Remote · Denver, CO, USA

57 · GoodBest Place to Work$158k – $239k

Product Security Engineer

1mo

Coinbase · Remote · Canada

62 · GoodUnlimited PTOCA$154k

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AI Engineer (Offensive Security)

1mo

CovertSwarm · Remote · Europe or North America

62 · GoodUnlimited PTO

GenAI Security - Principal Security Research Engineer

2mo

Elastic · Remote · USA

62 · GoodBest Place to Work

Product Security Engineer II

2mo

Affirm · Remote · Canada

61 · GoodBest Place to WorkCA$133k – CA$183k

Senior Staff Security Engineer, Vulnerability Management

1mo

Zocdoc · Remote · USA

59 · GoodUnlimited PTO$200k – $290k

Offensive AI Security Engineer

14d

Samsara · Remote · California, USA

57 · GoodBest Place to Work$158k – $239k

Director of Security Engineering

2mo

Sysdig · Remote · USA

57 · GoodBest Place to Work$186k – $256k

AI Security Engineer

20d

Plaid · Hybrid · Seattle, WA +2 more

59 · GoodUnlimited PTO$189k – $243k

Application Security Engineer

3mo

Opendoor · Onsite · Toronto, ON, Canada

59 · GoodUnlimited PTO

Application Security Engineer

3mo

Opendoor · Onsite · Miami, FL, USA

59 · GoodUnlimited PTO

Staff AI Security Specialist

16d

ServiceNow · Hybrid · Petah Tikva, Israel

57 · GoodBest Place to Work

Senior Application Security Engineer

1mo

Starburst · Hybrid · Boston, MA, USA

57 · GoodBest Place to Work$175k – $215k

Staff Security Engineer

2mo

Beyond Finance · Hybrid · Chicago, IL, USA

57 · GoodBest Place to Work$160k – $195k

Platform Engineer, Application Security

2mo

METR · Onsite · Berkeley, CA, USA

57 · GoodUnlimited PTO$328k – $579k

Security Engineer

3mo

Sierra · Onsite · San Francisco, CA, USA

57 · GoodUnlimited PTO$230k – $390k

Security Engineer, Offensive Security

1mo

Anthropic · Hybrid · San Francisco, CA +3 more

55 · GoodGenerous Parental Leave$300k – $320k

Applied AI Architect, Cyber

1mo

Anthropic · Hybrid · San Francisco, CA, USA

55 · GoodGenerous Parental Leave

Cyber Evaluations Engineer

1mo

Anthropic · Hybrid · San Francisco, CA or Washington, DC

55 · GoodGenerous Parental Leave$300k – $405k

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Frequently asked questions

Everything you need to know about 4-day week jobs

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

Offensive Security 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 — Offensive Security 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. Offensive Security 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 Offensive Security 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 Offensive Security on current listings.

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