Demo

Land Development Chief of Staff

Silverthorne Homebuilders
Sycamore, IL Full Time
POSTED ON 10/13/2026
AVAILABLE BEFORE 2/9/2027

Chief of Staff – Land Development

**Silverthorne Homebuilders · In-person in Sycamore, IL (no remote) · Some travel to the Quad Cities · Full-time**

---

Somewhere right now, a giant publicly-traded homebuilder is holding its fourth meeting of the week to decide who's allowed to schedule the meeting about the meeting about the next deal. Someone there has a job title with six words and a Roman numeral in it. A grading permit has been sitting in an inbox for nine days because "that's not my department."

**We are not that place.**

Silverthorne is a nimble, vertically-integrated homebuilder and land developer where good ideas don't have to survive a gauntlet of corporate investment committees, and the person who owns a problem actually gets to solve it. We move fast, we finish what we start, and we'd rather hand someone real responsibility than a 40-page process manual and a corporate ladder to climb.

We're looking for a **Chief of Staff – Land Development** — the President's right hand, and the person who makes the land pipeline actually *move*.

The role

You'll be the operating engine behind our land development deals: driving every deal forward — on schedule and on budget — and keeping a talented (but very busy) team accountable to what they said they'd do. It's about 70% strategic right-hand work and 30% rolling up your sleeves on the applications, permits, and consultant-wrangling that turn dirt into neighborhoods. You'll report directly to the President.

This is an **in-person role based in our Sycamore, IL office — no remote** — with some travel to our Quad Cities operations.

If you're the kind of person who builds a tracker for fun, follows up before anyone has to ask, and can charm a municipal planner and hold a senior VP to a deadline in the same afternoon — keep reading.

What you'll do

- Run the operating rhythm — a weekly deal review off one live tracker, with crisp notes and action items that actually get done.

- Drive accountability: turn commitments into tracked actions and chase them to the finish — 5 days out, 3 days out, day-of, daily-until-done.

- Keep every deal hitting its milestones on the dates we committed to. No more "it slipped."

- Own municipal applications, permitting, and the herd of consultants (engineers, surveyors, traffic, environmental) — and run the schedule yourself instead of hoping the engineer does.

- Own the pre-development and development budgets, with weekly cost updates and zero surprises.

What you'll need

- **Commercial real estate development *or* residential land development experience — required.** Civil engineers in these categories are encouraged to apply.

- **Illinois development experience is a must.** You already know how entitlements, municipalities, and regulatory agencies work in this state.

- Able to work in person in our Sycamore, IL office (again — not a remote role) and travel occasionally to the Quad Cities.

Who you are

- **Meticulous *and* assertive** — a rare combination, we know. You sweat the details on a plat and still walk into a room and hold people to their word.

- Relentless follow-through. Nothing falls through the cracks on your watch.

- Comfortable directing experts without needing to *be* the expert. Confidence over credentials.

What's in it for you

Here's where we're genuinely different from the big guys:

- **Profit sharing** — share in the success of the deals you help deliver. When we win, you win.

- **A real path to ownership** — earn equity in our projects and a genuine path to becoming a principal one day. Not a foosball table. Actual ownership.

- **Health, dental, and vision insurance.**

- **401(k) with company match.**

- **Employee discount program on new builds** — yes, on the homes we build.

- **Competitive base plus performance-based variable** — target total earnings of **$150,000–$250,000** in year one, with room to grow from there.

- A seat at the table, not a rung on a ladder.

Sound like you?

Apply right here on Indeed with your resume. Bonus points if you tell us about a time you dragged something across the finish line that would've died without you — those are our favorite stories.

*Silverthorne Homebuilders is an equal opportunity employer. All qualified applicants will receive consideration without regard to any legally protected status.*

Pay: $150,000.00 - $250,000.00 per year

Benefits:

  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Employee assistance program
  • Employee discount
  • Flexible schedule
  • Health insurance
  • Life insurance
  • Paid time off
  • Professional development assistance
  • Referral program
  • Retirement plan
  • Tuition reimbursement
  • Vision insurance

Work Location: In person

Salary : $150,000 - $250,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Land Development Chief of Staff?

Sign up to receive alerts about other jobs on the Land Development Chief of Staff career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$55,706 - $71,927
Income Estimation: 
$119,321 - $151,097
Income Estimation: 
$77,026 - $95,666
Income Estimation: 
$54,125 - $71,854
Income Estimation: 
$66,842 - $88,434
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Silverthorne Homebuilders

  • Silverthorne Homebuilders Sycamore, IL
  • Land Development Coordinator About the Role Looking to leave all those endless forms of a soon-to-be irrelevant big company behind for a nimbler and more e... more
  • 12 Days Ago


Not the job you're looking for? Here are some other Land Development Chief of Staff jobs in the Sycamore, IL area that may be a better fit.

  • Silverthorne Homebuilders Sycamore, IL
  • Land Development Coordinator About the Role Looking to leave all those endless forms of a soon-to-be irrelevant big company behind for a nimbler and more e... more
  • 12 Days Ago

  • Lake Land College Dixon, IL
  • Description Responsible for teaching courses and labs in the Commercial Cooking Certificate program. Description of Essential Functions (critical tasks) Es... more
  • 1 Month Ago

AI Assistant is available now!

Feel free to start your new journey!