Boldly benefits

Premium subscription-staffing company providing highly skilled remote executive assistants, marketers, project managers, and related staff to business clients.

15 recorded benefits. Record edited: Mon Sep 21 2026 05:18:10 GMT+0000 (Coordinated Universal Time).

Recorded work model: Fully remote; flexible schedule during US business hours for current W2 roles.

Health Insurance

Full-time employees receive 100% medical coverage or 100% of the premium for the employee-only basic plan. The FAQ states full-time employees receive the basic plan; part-time eligibility is not extended by inference

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Dental Insurance

Full-time employees receive 100% dental coverage or 100% of the premium for the employee-only basic plan

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Vision Insurance

Full-time employees receive 100% vision coverage or 100% of the premium for the employee-only basic plan

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Life Insurance

Current official Boldly FAQ and Full-time Executive Assistant pages explicitly limit life insurance to full-time employees. No part-time life-insurance eligibility is asserted

Eligibility & sources

Sources & dates

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Sick Time

Paid time off including vacation/sick leave, and the FAQ lists PTO for all part-time and full-time employees. No separate sick-leave amount is published

Eligibility & sources

Sources & dates

Paid Parental Leave

Paid parental leave for both full-time and part-time employees

Pay
Paid
Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Remote Work

Positions are 100% remote; the FAQ says Boldly is currently hiring in 49 US states and cannot offer employment to residents of Hawaii, Washington DC, US territories, or countries other than the US

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Flexible Schedule

Freedom to build schedules and flexible hours during business hours; the FAQ says employees need morning and afternoon availability and may choose their hours within business hours

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Home Office Stipend

A quarterly technology stipend toward equipment and internet costs; the FAQ states all part-time and full-time employees receive a $300-per-year technical-equipment stipend

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

401k

Every employee, whether full- or part-time, can participate in a 401(k) retirement savings account

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

401k Match

Boldly matches 401(k) contributions for every employee, whether full- or part-time

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

PTO (Vacation / Personal Days)

All part-time and full-time employees receive 10 days of PTO; paid time off including vacation/sick leave

Pay
Paid
Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Company Holidays

All part-time and full-time employees receive 9 paid holidays; paid holidays

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Boldly Jobs FAQs

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official hiring FAQ; US geography, W2 status, hours, class-specific benefits, and published benefit amounts.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.

Learning and Development

Ongoing opportunities to learn new skills, work across industries, and promotion from within; it states all Team Leaders are former team members

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

Mentorship Program

Ongoing mentoring and support from a Boldly Team Leader for employees working with clients; the FAQ describes Team Leader mentorship and support during tenure

Eligibility & sources

Sources & dates

  • Benefits page Boldly Benefits

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official employee-benefits page; full-time versus part-time scope retained where published.

  • Job posting Remote executive assistant at award-winning company

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Part-time Executive Assistant position page; US-oriented W2 part-time employee benefits and role scope.

  • Job posting Position Description Full Time Executive Assistant

    Read 2026-09-21T05:05:18.000Z

    Source context

    Current official Full-time Executive Assistant position page; US-oriented W2 full-time employee benefits and role scope.