Quick answer
Gutter jobs in Poughkeepsie and the Hudson Valley: The Brothers That Just Do Gutters Hudson Valley is hiring Crew Members, who form, hang and fix seamless gutters, and Solutionists (Sales), who meet homeowners and write honest estimates. Gutter experience helps but is not the only thing we look at, because every new hire trains on the Brothers system. Local crews are based in Poughkeepsie and work across Dutchess, Ulster, Orange and Putnam counties. Fill out the short application on our Hudson Valley careers page in about three minutes, or call (845) 223-6111 to talk to the local team first.
Four seasons of work
Why the Hudson Valley keeps a gutter crew busy all year
You have probably driven under our work on the way to Beacon or Kingston and never looked up. Good gutters do not ask for attention. Here is why there is always more to do.
A gutter here has to handle all four seasons on the same hangers. Fall drops maple, oak and sycamore leaves into the trough. Spring follows with maple seeds, oak catkins and pollen that seal the outlets. Winter loads the runs with snow and meltwater, and summer, the wettest stretch of the year, sends short, heavy thunderstorms through whatever is left.
Fall is the push. About 42 inches of rain and melted snow land on Poughkeepsie in a normal year (NOAA 1991 to 2020 normals), and once the leaves come down, homeowners want their gutters cleared, repaired and flush-tested before the first hard freeze, because leaves left in a trough in November freeze in place and stay there until spring. After that comes snow, then spring seeds, then summer storms, so there is no real off season for wet gutters.
The houses keep it steady too. The valley is full of older colonials, farmhouses and Victorians, and plenty of their original gutters have long since given out and need a new system sized to the roof.
The rooflines you will work on
Crews leave Poughkeepsie and spend the day on homes in Hyde Park, Rhinebeck, Wappingers Falls, Fishkill, Beacon and Pawling, across the river in Kingston, New Paltz, Saugerties and Highland, down through Newburgh, Cornwall, Monroe and Goshen, and over to Carmel, Mahopac, Brewster and Peekskill. No two rooflines look alike, and each one asks for something different.
- Colonials across Dutchess County, many with long two-story eave runs.
- Farmhouses in Ulster County with porches, wings and additions built at different times, each with its own roofline.
- Victorians in the river towns, with tall gables and trim.
- Split levels where an upper roof sheds its water onto a lower one.
- Newer neighborhoods in Orange and Putnam counties.
- Homes under heavy maple and oak canopy that can fill a trough in one fall.
Two ways in
Crew Member or Solutionist: how the two roles compare
Our Hudson Valley team is hiring for two openings. Here is what each one does and what our careers page asks for, in plain words.
Crew Members are the reason a home stays dry through a summer thunderstorm or a spring thaw. You form seamless gutters on site from a coil on the truck, cut each run to the length of the roofline and hang it so the water heads where it should. The same crews take on repairs, cleanings, BroGuard micro-mesh guards, fascia and drainage. Solutionists are the sales side. You visit homeowners at scheduled appointments, walk the roofline, explain what the house needs and write a straight, honest quote.
| Role | What you do | What we offer | What helps |
|---|---|---|---|
| Crew Member | Form seamless gutters on site, hang and pitch them, and handle repairs, cleanings, BroGuard guards, fascia and drainage. | Training on the Brothers system, on the job. Pay, hours and benefits are not posted, so ask when you call. | Gutter, roofing or construction experience helps. A hard worker who wants to learn a trade should apply too. |
| Solutionist (Sales) | Meet homeowners who booked an estimate, then measure, photograph and diagnose the roofline and write an honest quote. | A sales role built on solving problems, not pushing products. Pay and schedule are not posted, so ask when you call. | Construction, roofing, home services or field sales experience helps. Curiosity, honesty and follow-through count for more. |
Who does well here
Showing up and a good attitude count as much as a resume. The people who thrive on our Hudson Valley team tend to share a few habits.
- You like working outside and with your hands, in every season.
- You get there on time and see the job through.
- A clean, straight run makes you proud.
- You are at ease on a ladder.
- You talk to homeowners like neighbors, not leads.
- You would rather be straight than pushy.
What you do not need
- A gutter-only resume. Roofing, construction, trades and sales all count.
- Your own truck. We bring the training and the trucks.
- Years in the trade, if you are ready to learn. Tell us that.
- A memorized pitch. Solutionists explain things in plain words.
- A long application. The form takes about three minutes, with no account to create.
- A resume. Uploading one is optional, not required.
Read about the crew openings and the Solutionist opening on our careers page.
A day on the crew
A real day on the Hudson Valley crew, start to finish
Here is what an install day looks like, from the morning load-out in Poughkeepsie to the last downspout.
- Load up in Poughkeepsie.Check the day’s jobs, load the truck and head out to homes across Dutchess, Ulster, Orange and Putnam.
- Read the roofline.A long colonial in Dutchess and a farmhouse with three additions in Ulster shed water very differently. You check the fascia, the pitch and where the water needs to land.
- Form it on site.Seamless gutters come off the machine on the truck, cut to the exact length of each run, so there is no seam halfway along to open up later.
- Hang it for four seasons.Set the pitch, drive the hangers into solid wood so the run can carry snow, then seal the corners and strap the downspouts.
- Run water through it.Nobody calls a job finished until water has gone through the system and out the downspouts.
- Leave it cleaner.Walk the job with the homeowner, pick up every scrap and move on to the next street.
Why roofers, carpenters and trades people pick it up fast
If you have worked on roofs, framed houses or done exterior repair, you already know the hard parts: working at height, reading a roofline and figuring out where water wants to go. Here you focus on one system and get very good at it. If you have done none of that but you work hard, the Brothers system is taught on the job.
Not every job ends at the eaves. One Hudson Valley homeowner wrote that the new gutters “have lasted through those intense rainfalls, eliminating the floods into our garages.” Work on underground drainage and fascia is part of the trade you pick up here.
How you grow
How you grow: real training, taught on the job
Our careers page is plain about what you get from day one: real training. Here is what that means in practice.
You learn the Brothers system, the same way of forming, hanging and finishing gutters that the brand has used since 1999. It is taught on the job by a local crew that knows these houses. Experience gets you up to speed faster, but a willingness to learn is what the team is really asking for.
| Where you start | What you bring | What you learn here |
|---|---|---|
| New to gutters and the trades | A work ethic and a willingness to learn | The Brothers system, taught on the job by the local crew. |
| Roofer, carpenter or gutter hand | Time at height and a feel for rooflines | One system, learned well: seamless runs, pitch, hangers, guards and drainage. |
| Solutionist | Construction, roofing, home services or field sales background helps | How to walk a roofline, diagnose what the house needs and write a quote people trust. |
What you will be good at
Every new hire learns the Brothers system. On the crew side that means measuring, forming and hanging seamless runs, setting pitch, fastening hangers, strapping downspouts, and handling repairs, fascia, guards and drainage. On the Solutionist side it means reading a roofline, working out what the house actually needs and sometimes telling a homeowner it only needs two hangers and a cleaning.
Every run you hang keeps a home dry for years, and you will pass your own work on roads from Beacon to Kingston. Want to know what moving up looks like on this team? Ask when you call (845) 223-6111.
The people behind the trucks
How this team treats people, homeowners and crew alike
This is not a call center job. You are joining a local Hudson Valley team that knows the neighborhoods, the houses and the people in them.
The team works out of Page Park Drive in Poughkeepsie, and the same local crew handles a homeowner’s estimate and install. Someone on that team reads every application that comes in. You can read more about the crew on our About page.
Behind the local crew is The Brothers That Just Do Gutters, the national brand brothers Ken and Ryan Parsons started in 1999. It has stuck to gutters ever since and calls its estimators Solutionists instead of salespeople. Homeowners already know the name, which makes the first knock on a door easier.
What that looks like on a job
- Estimates are free and in writing. If two hangers and a cleaning will do it, that is what the homeowner hears.
- BroGuard has a limited lifetime warranty.
- A local Poughkeepsie team and a local number. Nobody gets bounced to a call center.
- Every Google review is published, good or bad. None bought.
- Every scrap gets picked up before the truck leaves.
- Every application gets read by a real person on the team.
In their own words
Our Google profile shows 4.8 stars on 970 reviews from Hudson Valley homeowners, and every one is published. Read a few and you meet the people you would work beside. One homeowner wrote that the crew “seemed undaunted at great heights.” Another said they “Introduced themselves and shook my hand.” A third said the crew “left the property spotless.” That is the bar here.
Apply today
Three steps to apply
It takes about three minutes, there is no account to set up and a resume is optional.
- Go to the application.Open our Hudson Valley careers page and scroll down to the short application form.
- Choose a role.Pick Crew Member or Solutionist (Sales), or choose Not sure yet and we will tell you more about both.
- Tell us more.Your contact info, when you could start and your work history. Rather talk first? Call (845) 223-6111.
Leaf season is on and the first hard freeze is not far off, which keeps Hudson Valley crews busy. If you have been meaning to turn roofing or construction work into a steady trade, or you want a sales job built on telling people the truth, this is a good time to apply.
Apply in about three minutes, or call (845) 223-6111
Apply on the careers pageFrequently Asked Questions
It helps, but it is not the only thing we look at. Tell us about any work in gutters, roofing, construction, the trades or sales, and tell us if you are ready to learn. Every new Crew Member and Solutionist on our Hudson Valley team learns the Brothers system.
The application asks whether you have a valid driver’s license. Our careers page does not list a contractor’s license or a minimum age as requirements. If either one matters for your situation, ask when you call (845) 223-6111.
Our careers page does not publish pay for either role. Call (845) 223-6111 and ask about pay for the opening you want before you decide.
Our careers page does not state a schedule for either opening. The application asks when you could start, and you can ask about hours when you call (845) 223-6111.
Our careers page does not list benefits. What it does state is training on the Brothers system, a local team based in Poughkeepsie, and that we bring the training and the trucks. For anything else, ask when you call (845) 223-6111.
Crew Members work on ladders every day, on two-story colonials and Victorians as well as split levels, so you need to be comfortable at height. The application lets you answer Willing to learn. Solutionists walk the roofline at each estimate.
Every new hire learns the Brothers system, the same way of forming, hanging and finishing gutters the brand has used since 1999. It is taught on the job by the local Hudson Valley crew.
We do not publish a set timeline. Someone on our Hudson Valley team reads every application and will reach out, and if you want to talk right away, call (845) 223-6111.
Now hiring
Ready to learn a trade with four seasons of work in the Hudson Valley?
Crew Members and Solutionists for a local Hudson Valley team based in Poughkeepsie. Real training on the Brothers system, a three minute application and work you can point to.
The Brothers That Just Do Gutters · Hudson Valley · (845) 223-6111 · Local crews based in Poughkeepsie, serving the Hudson Valley
Local Crews Based in Poughkeepsie, NY · Serving the Hudson Valley