Boldly

Executives who want experienced administrative support without taking on a hire can instead subscribe to it. This remote staffing firm supplies executive assistants, with the work billed monthly and the number of hours chosen to suit the client. Its assistants are US-based employees of the firm rather than independent contractors, and the company says they have more than ten years of experience.

Matching before anything is signed

The firm puts weight on fit. It starts with a short meeting in which it listens to what the executive needs, then recommends one assistant matched to the executive's business, leadership style and goals. The client speaks to that person first, and both sides confirm the match before signing up. The site says no payment is due until the client has met their team member and is ready to start. According to the firm, clients stay with it, and often with the same assistant, for about four years on average, which it presents as a sign the matching works.

Fractional and full leadership-team support

Hours are offered in fixed monthly bundles, from around thirty to a hundred hours, with no penalties or fines for the arrangement. A client can use a single assistant part time or place assistants with an entire leadership team. The company says that organizations supporting several executives account for more than seventy percent of its work. A dedicated account manager stays in contact to help the client get started and to adjust the arrangement as requirements change.

Getting started

Once an assistant is chosen, they learn how the executive prefers to work and which tools are in use, and can suggest collaboration and business tools of their own. The executive can see what the assistant is doing through a dashboard. The firm says it can get a client running within a few days of the first conversation.

Employment model and approach to AI

The company points out that its assistants are employees with benefits such as health insurance, a matched retirement plan and professional development, backed by internal support teams. It argues this helps it keep good people for the long term. On technology, it says its assistants are taught how to reason with whichever AI tool suits a task, instead of being certified on particular products that may soon be replaced, so that they can solve problems faster and produce better work for clients.

Besides executive assistants, the firm has also offered marketers and other remote roles on the same subscription model.

Boldly is a remote staffing firm that supplies experienced executive assistants to business leaders. Clients pay by subscription rather than hiring directly, and each assistant is matched to the executive's business, style and goals.

Services

• Executive assistants: remote assistants with more than ten years of experience, working part time or across a whole leadership team.
• Fractional support: a shared arrangement that lets a client use just the hours it needs.
• Matching: clients meet the assistant before signing up, and both sides confirm the fit.
• Account management: a named account manager stays in touch as needs change.
• AI-ready training: assistants are taught how to think with any AI tool rather than certified on one product.

Who it works with

Senior leaders and companies that need support for one executive or several. Multi-executive accounts make up most of the firm's work.

Key facts

• Assistants: based in the United States and employed on W2 contracts, not as contractors
• Typical client stay: about four years with the same assistant