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We are Hiring!
Looking for a team-orientated company that puts not only their clients first, but also their employees? We believe in Growth. Growth in our gardens, our business, but most importantly the growth and advancement of all the folks who come together to make the great company of Winterberry Gardens.
After all, Growing & Scaping is certainly our area of expertise!
Winterberry is an equal opportunity employer and encourages diversity in the workplace.
Love What You Do
“If you have a great attitude, are driven, and want to work for a company that has a wealth of opportunities, you are who we want to hire.”
—Scot Leavitt, Owner
Join the Winterberry Team
Fleet Manager
Posted Date
02-07-26
Location
Southington, CT
Department
Shop
Function
Reasons to use Rodeo
I’m in my final year doing Economics and I don’t know whether to apply for grad schemes now or do a masters first. What do you think?
Honest answer — it depends on where you want to end up. A lot of top grad schemes (Big 4, civil service, banking) don’t need a masters. Let’s look at the ones you’d be competitive for now, and we can decide if a masters actually adds anything.
Also worth knowing: most autumn 2026 applications are open now. Timing matters more than you think.
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Grad scheme, placement, apprenticeship? Not sure what you want yet — that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.
Graduate Consultant — 2026 Scheme
Why you're a good match
StrongYour economics background and your summer at a regional bank line up with what PwC looks for on the consulting scheme. Applications close in four weeks.
See breakdownIt searches the market for you
Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Why you're a good match
You’ve got the grades and the economics background, and your bank internship is exactly the experience this scheme looks for. Apply soon — deadlines close within the month.
Experience fit
Your summer at the bank plus your econometrics coursework map directly to the day-one responsibilities on this scheme — client modelling, market briefings, and deal support.
Only hits
No noise. No "maybe this fits." Just roles with a clear explanation of why they're right — and where to focus when applying.
Operations
Positions
1
Description Of Position
Job Overview:
Winterberry Gardens is seeking a fleet professional to manage both vehicles and equipment used in the business. The Fleet Manager will be responsible for managing all company vehicle and attachments. This includes replacement analysis, repairs, inspections, inventory control, DOT compliance, vendor contracts, and fuel strategy. Responsible for Technician supervision, shop meetings, hiring decisions, employee training, and performance evaluations. Develop and maintain effective working relationships with managers, employees, vendors, and others.
Qualifications/Duties/Requirements
- Minimum five years of experience in fleet management/maintenance
- Knowledge of and best practices related to landscape industry equipment/maintenance programs
- Experience with state, federal, and local regulations related to fleet safety/permits
- Maintain advanced knowledge of engine, emission systems, transmission, brake, hydraulic, and electrical systems to perform preventive repair.
- Ability to read, analyze, and interpret technical procedures, or governmental regulations as well as write reports and procedure manuals.
- Must possess a valid driver's license. (Class A preferred)
- Bachelor's degree preferred, but a combination of education and experience will be considered


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This is a year-round full-time fully benefited position: Matching 401K, Medical/Dental/Vision, PTO
Winterberry Gardens is an equal opportunity employer and encourages diversity in the workplace
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