Executive Assistant to the President

Executive Assistant to the President

Blackwood Solutions | Bloomington, IN

In-Office Monday through Thursday | Remote Friday | Full-Time

This is not a traditional executive assistant position – managing email and a calendar. The President of Blackwood needs someone to run his professional life so he can focus entirely on leading a growing best-in-class utility services company. If you have spent your career waiting to be told what to do, this role will be miserable for you. If you have spent your career figuring out what needs to happen before anyone asks and making sure it does, read on!

Blackwood is a 170-person utility infrastructure services company operating across five service lines with major customers in 20 states. The company is in an active growth phase, both organically and through a structured M&A program. The pace is high and the work is real.

From day one, you will have full access to the President's email, calendar, and CRM. You are not being given access to observe. You are being given access to manage.

•     Calendar ownership — protect his time, eliminate friction, and ensure every meeting has what it needs before it starts

•     Email triage and routing — flag what requires his attention and handle or redirect everything else

•     CRM follow-up and pipeline hygiene in Pipedrive — track open threads, surface stale relationships, and prompt action before he has to think about it

•     Attend internal and external meetings as a silent participant, capture what matters, and convert transcripts into structured summaries and action item logs

•     Manage internal and external communications on his behalf, written in his voice, sent without asking permission each time

•     Hold him accountable to daily priorities and open commitments, including the ones he would otherwise let slide

•     Anticipate what is coming, not just respond to what has arrived

At six months, the President should rarely have to think about logistics, follow-up, or whether something was handled. He should be walking into every meeting prepared, leaving every meeting with a clear record of what was decided, and closing out every week with open loops surfaced and assigned. You will know you are succeeding when he stops noticing the things you are taking care of because they are simply never a problem.

You are organized to a degree that other people find slightly unreasonable. You do not miss details. You do not need someone to check your work or affirm that you are doing a good job. You communicate in writing, you are brief, and you are accurate. You can manage five competing priorities without losing composure. You follow through on everything, every time, without being reminded.

You are comfortable working for a leader who is reserved, private, and direct. He is not going to send you a note telling you that you did a great job on a routine task. He is going to trust you, give you increasing responsibility, and remain deeply loyal once that trust is established. If you need warmth and frequent recognition to stay motivated, this will not be the right fit.

You operate well without daily direction. When context has been given once, you internalize it and apply it going forward. You do not ask the same question twice. You do not ask for permission on things that are clearly within your scope. You act, you document, and you let him know what you did.

•     Prior executive assistant experience supporting a senior leader, preferably in a fast-paced business environment

•     Exceptional written communication skills with a clear, concise, professional voice

•     High proficiency with calendar and email management, CRM tools, and productivity software

•     Demonstrated ability to manage competing priorities independently without close supervision

•     Discretion with sensitive business and personal information

•     Comfort working in a small, high-accountability environment where everyone carries real weight

•     You need regular check-ins to stay on track

•     You prefer lots of verbal communication

•     You want to be recognized publicly for your contributions

•     You struggle when priorities shift or instructions are incomplete

•     You ask clarifying questions before attempting to solve a problem independently

Salary commensurate with experience. This is a full-time role with a serious scope for the right candidate.

Submit a resume and a brief written note — not a cover letter, a note — explaining how you have managed a senior leader's priorities in a previous role and one specific example of a time you acted without being asked and it made a material difference. This role will make an impact!