Skip to content
CV Rocket
Get started
How it worksThe enginePricingBlogContactSign in

Open nowPosted 5 hours agoWe saw it 10 min after it went up

Technical Project Manager

Skyward IT Solutions, LLC5 open roles

Pay
$110,000 – $130,000 a year
Where
Rockville, MD
Work mode
Hybrid
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowTechnical Project ManagerSkyward IT Solutions, LLC · Rockville, MD

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Skyward IT Solutions, LLC's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

13.7% of postings close within 7 days. Measured by our own scanner across the market. Skyward IT Solutions, LLC postings stay open a median of 20 days.

Share of postings closed within
  1. 2.2%1 day
  2. 4.7%3 days
  3. 13.7%7 days
  4. 22.1%14 days
  5. 37.8%30 days
  6. 59.1%60 days
This job: posted 5 hours ago

Skyward IT Solutions, LLC median: 20 days open

The posting

We are Skyward.

That is, a love for people, for improvement, for human advancement through information technology. We are a people-centered business with a desire to serve others. We are diverse and unified; creative and collaborative; a collection of complementary, not competing talents. And though on the surface we remain relaxed, beneath, a torrent of energy links us to our civic tech mission.

We stand by our values, and we won’t compromise on any of them.

Integrity: We’re conscientious, intentional, and empathetic. Our words and actions align. That’s our character. Please don’t ask us to play another part, we’re poor actors.

Compassionate: If we may borrow a quote from Theodore Roosevelt: “No one cares how much you know until they know how much you care.” Because our team is thoughtful and supportive, caring deeply for each other, our clients, and our work, this comes naturally.

Inquisitive: We remain students by failing openly and turning lessons into solutions.

Unconventional: For us, life isn’t what happens outside of work. Work happens inside of life and our culture erases the line often dividing the two.

Authentic: Made possible only because we embody the values listed above. We’re relaxed and fun yet intensely curious and driven. Team members are placed with thought, care, and precision to ensure that Trust, Truth, and Transparency continue to represent our brand.

Because of that, we continue Onward, Upward, and Skyward.

Does “5,000 users, one hard vendor deadline, and an SSO integration that’s ‘almost done’” sound less like a nightmare and more like a Tuesday? Are you the person who knows exactly why the MDM push is taking three weeks, and can explain it to a stakeholder in two sentences flat? You build the schedule, you shepherd the security gates, and you somehow get thousands of people genuinely excited (or at least not grumpy) about a new tool.

If you can take AI tools from pilot to production and bring every last user along for the ride, please apply.

Let’s go Skyward together.

What you'll do:

  • Own the portfolio. Run the AI Tools project portfolio for the Centers for Medicare and Medicaid Services’ (CMS) end to end: HHS enterprise tools, externally hosted SaaS pilots, internal platform and integration projects, and ad hoc requests from CMS application teams.
  • Run the pilot playbook. Shepherd each tool through a defined lifecycle, from intake and approval to proof of concept (up to 25 licenses), pilot, and the big expand, right-size, or sunset decision, then carry approved tools through a separate path to production.
  • Master the dependencies. Build and maintain integrated schedules that account for everything: Security Impact Analysis, SecOps review, Section 508 accessibility testing, MDM deployment, SSO and identity integration, SaaS governance review, and ServiceNow updates.
  • Make change management real. Own the unified AI Tools change management plan and put it into practice for every rollout using a structured model like ADKAR or Prosci, so CMS sees implementation, not just a document.
  • Bring thousands of people along. Plan and run communications campaigns for audiences of 900 to 5,000+ users: draft the copy, coordinate agency communications office review, segment distribution lists, and time reminders against hard vendor deadlines.
  • Keep the help desk happy. Coordinate training, office hours, and a champion network of power users, and keep Tier 0 self-help content current so the IT Service Desk and our Tier 2 and Tier 3 teams aren’t absorbing avoidable tickets.
  • Measure what actually matters. Define and report business impact metrics for each tool (usage volume and time saved, not just logins), segment users into power, regular, light, and dormant tiers, and track operations and maintenance burden as a KPI.
  • Make ownership crystal clear. Write RACIs for each tool so CMS, HHS, partner teams, and our own pods know exactly who owns change management, technical integration, analytics, and support.
  • Always have a plan B. Maintain contingency plans for tools at risk of contract or vendor change, complete with cost comparisons and decision deadlines for leadership.
  • Keep the board moving. Run a Kanban cadence for the AI Tools team in Jira, keep status current in Confluence and program reporting tools, and prepare status, risk, and lessons learned briefings for CMS leadership.
  • Be the hub. Serve as the single point of coordination with CMS business owners, agency partner teams, and HHS, so our technical lead can stay focused on engineering and oversight.

What we'd like you to have:

  • 7+ years of project or program management experience, with at least 3 years managing IT infrastructure, DevOps, cloud, or enterprise software deployment projects.
  • A track record of rolling out enterprise SaaS or desktop applications to 1,000+ users, including communications, training, and adoption tracking.
  • Hands-on organizational change management experience with a recognized framework (ADKAR, Prosci, Kotter, or similar), plus examples of plans you wrote and then actually executed.
  • Working knowledge of the infrastructure behind a rollout: SSO and identity providers (SAML, Okta, Entra ID), MDM (Intune, Jamf), cloud environments (AWS preferred), and test and staging environments.
  • Experience coordinating federal security and compliance gates such as ATO, SIA, Section 508, and privacy reviews.
  • Comfort with Agile delivery (Kanban in particular) and with Jira, Confluence, and ServiceNow.
  • Clear, concise writing that lands with both technical teams and executive audiences.

What would blow us away:

  • You’re Prosci certified (or hold an equivalent change management credential), so “ADKAR” is a framework you’ve actually used.
  • You’ve got PMP, PMI-ACP, or SAFe after your name, and you earned every letter.
  • You’ve already worked at CMS, HHS, or another big federal civilian agency, so agency comms review, security gates, and the IT service desk hold no surprises for you.
  • You’ve rolled out or administered AI tools like Claude, Gemini, ChatGPT Enterprise, Notion, Fireflies, or Wispr Flow, and lived to tell the tale.
  • You’ve built a pilot governance process from scratch, with real decision gates and success criteria. No vibes-based go/no-go calls here.
  • You build adoption dashboards (Power BI or similar) that prove a tool is earning its keep, not just that people logged in once and wandered off.
  • You’ve grown a champion network of power users who spread the good word so you don’t have to do it alone.
  • You know your way around tiered support and ServiceNow knowledge bases, and you believe a great Tier 0 article is a gift to everyone.

And now the important part. What we offer you:

  • Medical, dental, vision insurance
  • 15 days of paid leave
  • 7 days of sick leave
  • 2 days bereavement leave
  • 11 paid Federal holidays
  • Up to 40 hours for jury duty
  • 401K with 4% employer contribution (and no vesting period)
  • Up to 4 weeks of paid paternity and maternity leave
  • Company provided laptop
  • $5,000 per year for professional development
  • $600 per year for technical supplies and equipment
  • $2,000 referral bonus
  • Life and disability insurance
  • HSA and FSA
  • Legal Shield and ID Shield Voluntary Benefits
  • Opportunity to work in a collaborative, motivated team focused on modernizing government services with cutting-edge technology and innovative solutions. Who says government work can’t be exciting!

At Skyward, we support flexible working hours and remote opportunities to help maintain a healthy work-life balance for all employees.

Offers of employment with Skyward are contingent upon acceptable results of a background investigation.

Applicants must have the ability to obtain and maintain a Public Trust security clearance due to the nature of our work as a government contractor.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Skyward IT Solutions, LLC's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Skyward IT Solutions, LLC's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Skyward IT Solutions, LLC's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

Get the CV for this job
By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.