Boldly

Boldly | Premium Remote Staffing for Executive Assistants & More

Premium Remote Staffing

The smarter way to hire world-class remote talent

Boldly places highly qualified executive assistants, marketers, and project managers with businesses on a flexible part-time subscription — W2 employed, fully remote, and ready to contribute from day one.

Fully Remote Part-Time Flexible United States Medium (51–200)
117
Team members
2018
Founded
62
Work-life score

Recognition & Awards

Great Place to Work
Certified employer
When Work Works Award
Workplace flexibility
Fortune Best SMB
Best Small & Medium Companies
Entrepreneur 360
Innovation recognition

Staffing reimagined for the modern business

Boldly employs a team of world-class US-based executive assistants, marketers, project managers, and more — and makes them available to business owners and executives on a fractional basis.

Our innovative model lets clients get personally matched remote talent for exactly the number of hours they need each month, with the simplicity of a single monthly payment.

"In the same way businesses subscribe to software, they can now subscribe to highly qualified, long-term staff — without the hassles of employment, and fully compliant."

The Boldly Model

Talent without the traditional overhead

Traditional hiring is complex and freelance comes with compliance risk. Boldly removes both obstacles entirely.

01

No recruitment overhead

Skip the lengthy hiring process. Boldly personally matches clients with the right talent from its vetted, employed team — no job postings, no interviews, no HR administration.

02

Full legal compliance

Every Boldly team member is a W2 employee. Businesses get the talent benefit of direct employment without carrying the legal and payroll burden themselves.

03

Flexible hours, fixed cost

Choose exactly how many hours per month your business needs. One predictable monthly payment, no hidden fees, no long-term lock-in.

04

Long-term relationships

Unlike freelance platforms, Boldly team members build lasting client relationships — providing consistency, institutional knowledge, and genuine professional investment.

Benefits built for the way great people want to work

Boldly offers the stability of W2 employment combined with the freedom typically associated with freelance work.

Employment Security

W2 employment status with 401(k) employer match and technology stipend.

Flexible Hours

Build your own schedule. Work part-time or full-time hours that fit your life.

100% Remote

Work from home permanently. We hire across 48 contiguous US states and the UK.

Client Choice

Choose the clients you want to work with and build meaningful long-term partnerships.

Career Growth

Learning and development across diverse industries with a leader in remote work.

Culture & Wellbeing

Paid wellness events, parental leave, paid holidays, and a vibrant team community.

A company that works differently, by design

Boldly is remote-first and employee-focused — a culture shaped by the conviction that talented people do their best work when they control where and when they work.

  • Bootstrapped & independent
    No VC pressure, no growth-at-all-costs culture. Boldly operates with long-term thinking.
  • Diversity across the US & UK
    113 team members across the US and 4 in the UK — a genuinely distributed workforce.
  • Stability meets flexibility
    The best of both worlds: the security of W2 employment with the freedom of a flexible schedule.
  • Recognised & celebrated
    Multiple industry awards for workplace innovation, flexibility, and employee satisfaction.
Work schedule
Part-time
~20 hrs/week · flexible
Remote policy
Fully remote
US (48 states) + UK
Founded
2018
Bootstrapped
Team size
51–200
Medium company
Industry
Staffing
Jobs & Hiring
Work-life score
62 / 100
Good rating