Eng Operations and Chief of Staff to the CTO
Company shown to members 🔒 · Remote · US only
Apply free: 3 jobs are on us✨ Tailor my resume for this job🎤 Practise the interview question, free
✓ Straight from the company's own careers page. No middlemen, no “we'll send you a check for equipment”. How we check jobs
✓ Sent 100 applications and heard nothing? Make this one count: tailor your resume to this ad in one tap, free.
✨ Not sure this is the one? Get your remote job matches in 30 seconds →
First recorded by Psst: 2 November 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.
Practise the first interview question for this job
If the company replies, the first call usually starts with a question like this. Vague answers are the easiest to reject. Write yours and get an AI score in under a minute.
The 20-second read
- Experience
- Senior
- Where you can live
- US only
- Skills and tools
- project management, documentation, scheduling, transcription, compliance, written communication
Read from the ad by Psst's rules. Check the full ad below before applying.
Job details
- Where you can work
- United States
- Employment type
- Not stated by the employer
- Advertised pay
- $90K–120K/yr
- Experience
- Senior
- Employer publication date
- 29 September 2026
- First recorded by Psst
- 2 November 2026
- Last checked at the source
- 10 November 2026
About the job
Eng Operations and Chief of Staff to the CTO
Ann Arbor, MI (Hybrid)
About the company
The company helps companies verify the real person behind high-risk workforce actions, from account recovery to identity checks, before attackers can exploit the gap.
Deepfakes, social engineering, and stolen credentials have made "who is actually on the other side of this request?" a critical infrastructure problem. We are building the identity verification and account protection layer companies use to answer that question quickly, securely, and with less friction for real users.
The Role
We're looking for someone to be the operational center of gravity for our engineering organization.
This is a blended role. Part of it (about 10%) is classic executive support: calendar, travel, inbox triage, meeting logistics, expenses, and the steady work of protecting a leader's time and attention. Part of it is chief of staff work (about 30%): preparing for meetings that matter, tracking the commitments made in them, chasing the decisions that are stalling, and being a trusted second read on what's actually going on. And part of it is program management for engineering (60%): keeping initiatives visible, running the operating cadence, wrangling tickets and making sure things that were agreed to in a planning meeting still exist three weeks later.
What makes this role demanding is the technical context. You don't need to write code, and we're not asking you to. But you will be scheduling around incident response, taking notes in architecture discussions, tracking a compliance audit, and summarizing an engineering status for the exec team.
We're also an AI-forward company, and this role should reflect that. A lot of what has historically made this job heavy — drafting, summarizing, reformatting, chasing status — is work that modern tooling handles well. We'd like you to lean on it aggressively so your time goes to judgment and relationships instead of transcription.
This role is based in Ann Arbor. The company is remote-first overall, but this position works closely enough with our CTO that we want you local, in the office together at least one day a week.
What You'll Do
Engineering program management
Run the engineering operating cadence — planning, status, retrospectives — so that it happens consistently and produces something useful. Track initiatives across teams: what's in flight, what's blocked, what's at risk, and who owes what to whom. Coordinate the cross-functional work that has no natural owner, including compliance evidence collection, audit preparation, and recruiting logistics. Maintain the internal documentation and trackers that keep engineering legible to the rest of the company.
Chief of staff work
Capture decisions and action items, then follow them to completion. A decision nobody tracked is a decision that didn't happen. Prepare briefing material and summaries for internal reviews, board-adjacent material, and cross-functional meetings. Be an early, discreet sounding board. You'll have visibility into sensitive personnel, compensation, and strategic matters, and handling that well is a core requirement. Notice what's being dropped across the organization and raise it before it becomes a problem.
Executive support
Own the CTO's calendar, making real prioritization decisions rather than just finding open slots. Manage travel, expenses, and the logistics of offsites and team gatherings. Triage inbound requests, route what can be routed, and surface what genuinely needs the CTO. Prepare for meetings in advance: agenda, context, prior commitments, and what a good outcome looks like.
Work AI-forward
Use AI tooling routinely for drafting, summarizing, meeting notes, and status synthesis. Build repeatable workflows rather than doing the same manual assembly every week. Keep judgment and accuracy yours. The tools draft; you decide what's true and what goes out.
What We're Looking For
Work authorization required: Applicants must be legally authorized to work in the United States for any employer without current or future need for visa sponsorship.
Based in or near Ann Arbor, Michigan, and able to be in the office at least one day per week.
You do not need to match every bullet. We care most about organization, judgment, and comfort around technical work.
- 3+ years in executive support, chief of staff, program or project management, or business operations — ideally some combination.
- Exceptional organization and follow-through. You track commitments without being asked to, and things do not fall through you.
- Comfort with technical subject matter. You can sit in an engineering discussion, follow it, take notes that are actually useful, and summarize it accurately for a non-technical audience.
- Strong written communication. Much of this role is producing clear, brief written material under time pressure.
- Sound judgment about confidentiality. You'll handle personnel, compensation, and security-sensitive information routinely.
- Comfort with startup ambiguity — shifting priorities, undefined processes, and problems that are yours because you noticed them.
- Fluency with modern software tooling and a genuine appetite for using AI assistance in daily work.
Bonus Points
- Experience supporting a technical executive — CTO, VP Engineering, or similar.
- Experience in a software or security company.
- Program or project management experience with engineering teams specifically.
- Experience with compliance or audit coordination, such as SOC 2.
- Recruiting coordination experience.
- Experience building internal process or documentation from scratch rather than inheriting it.
What We Value
- High ownership. You see what needs doing and do it.
- Technical judgment. You make systems simpler, safer, and easier to operate.
- Speed with care. We move quickly because attackers move quickly, but we do not cut corners on trust or security.
- Kindness and integrity. Trust starts with how we work with each other.
Compensation
The company is a founding member of the Open Imperative and is committed to pay equity in technology. Final compensation is based on role, level, skills, experience, and education. Our current base salary is in the range of $90,000-$120,000.
Culture and Benefits
The company is a remote-first team with regular in-person time to stay connected.the company is a remote-first team with regular in-person time to stay connected. This role is the local exception — Ann Arbor based, in office at least weekly.
- Quarterly team offsites
- Flexible schedules
- Meaningful equity ownership
- Comprehensive medical, dental, and vision benefits
- Flexible paid time off
- New computer hardware and equipment
Apply free: 3 jobs are on us✨ Tailor my resume for this jobPrepare with the Apply kit
Posted recently with nothing unusual.
Signals, not proof. Check the company's page before you spend time on it.A resume that gets past the first 6 seconds
Recruiters skim. The Psst resume coach fixes what makes them skip you, line by line, and one tap tailors it to the exact job you're applying to.
- 1Every line checkedWeak starts, clichés and AI-sounding phrases flagged, with a 3-question fix.
- 2Tailored to the jobSee which skills and tools from the ad your resume is missing. Try it free on one of your matches.
- 3Ready for remoteTime zone, tools and proof you work on your own, the things remote teams look for.
- 4Looks the partOne page, 6 designs, 8 colours and a matching cover letter, free to build. Premium downloads the PDF and Word files.
Example with made-up details. The score is the builder's own check, not an ATS rating or a promise of an interview.