Jobs and Employment Near Me in Cheshire,MA Now Hiring October 2026

Featured Opportunity

DSPJobHub - Granville, NY

Package Delivery - no experience required

Onsite

Featured Advertiser

DSP Delivery Driver for Amazon packages

DSPJobHub

Granville, NY 12832

New, Posted 8 hours ago

Recommended

seasoned.co

Taco Bell - Team Member - Food Champion- Part Time - Pittsfield - Urgently Hiring

Taco Bell

Pittsfield, MA 01201

No ExperienceUrgently Hiring

Recommended

Easy Apply

Work From Home Insurance Sales

HMG Careers

Cheshire, MA

RemoteChat NowHealth Insurance

First-year earnings are estimated at $67,000–$70,00, based on individual sales performance.

Commission and bonus compensation

Renewal commissions that can create long-term income

Stock-option opportunities

You will be provided with your leads, training, technology, and ongoing support.

Union membership, protections, and positions.

Leads provided

No traditional cold calling

Medical, dental, and prescription benefits

Comprehensive training and licensing support

We will help you understand the licensing process and identify an appropriate solution.

Flexible hours - not just 8-5.

Have basic computer skills

Are comfortable using Zoom

You must hold or be willing to obtain the life-insurance license required in your province or state.

Applicants must be legally authorized to work in Canada or the United States.

Have sales, customer-service, hospitality, recruiting, or other people-facing experience. This is helpful but not required.

New, Posted 1 day ago

Recommended

Apply Directly

Merchandise Associate

Home Goods

Pittsfield, MA 01201

$16.25-$16.75/hr

~ 20 min OnsiteFlexible ScheduleChildcare AssistanceEducation AssistanceHealth InsurancePaid Time OffRetirement Benefit

A starting pay range of USD $16.25 to $16.75 per hour

401(k) Associate contributions

Child care & cell phone discounts

Pet & legal insurance

Credit union

Referral bonuses

401(k) match

Medical/dental/vision

HSA

Health care FSA

Life insurance

Short/long term disability

Paid parental leave

Paid holidays/vacation/sick

Auto/home insurance discounts

Scholarship program

Adoption assistance

Able to work a flexible schedule to support business needs

Capable of lifting heavy objects with or without reasonable accommodation

Retail customer experience preferred

Franchise opportunity, not a traditional job.

Be Your Own Boss - Tool Sales Franchise w/ Training

Mac Tools

Bennington, VT 05201

Month-long training to run your franchise
Your truck, your territory, your customers
Must be willing to complete a credit check

Be part of the largest and fastest growing tool company in the world as a Mac Tools franchise owner.

Recommended

Caregiver (Car Preferred)

ASSOCIATED HOME CARE

Berkshire, MA 01224

Flexible Schedule

Apply Directly

Entry-Level Customs and Border Protection Officer – Up to $60K in Incentives

US Customs and Border Protection

Berlin, NY 12022

$41,863-$127,464/yr

Bilingual Preferred

New, Posted 11 hours ago

Apply Directly

Residential Youth Caregiver - Relocation to Hershey, PA Required

Milton Hershey School

Pittsfield, MA 01201

Urgently Hiring

Apply Directly

Delivery Driver - Earn Extra Cash

DoorDash

Cheshire, MA

OnsiteFlexible Schedule

Get paid the same day you dash with DoorDash Crimson*.

Set your own hours and work as much—or as little—as you want.

Part-time, seasonal, flexible, weekend, after-school, temporary, steady delivery gig

18+ years old***

21+ to deliver alcohol

Must be 19+ in Arizona, California, Colorado, Delaware, Florida, Georgia, Idaho, Kentucky, Montana, New Jersey, New Mexico, Texas, Utah, and West Virginia

Any car, scooter, or bicycle (in select cities)

Driver's license number

Social security number (only in the US)

Consistent access to a smartphone

89% of jobs ask for a resume

Don't let the perfect job slip away—upload your resume and we'll personalize your results instantly.

89% of jobs ask for a resume

Don't let the perfect job slip away—upload your resume and we'll personalize your results instantly.

Recommended

Caregiver

Excel Homecare & Nursing Services - Wilbraham, MA

Berkshire, MA 01224

Flexible Schedule

883 jobs in Cheshire,MA

DSP Delivery Driver for Amazon packages

Taco Bell - Team Member - Food Champion- Part Time - Pittsfield - Urgently Hiring

Work From Home Insurance Sales

Merchandise Associate

$16.25-$16.75/hr

Be Your Own Boss - Tool Sales Franchise w/ Training

Caregiver (Car Preferred)

Entry-Level Customs and Border Protection Officer – Up to $60K in Incentives

$41,863-$127,464/yr

Residential Youth Caregiver - Relocation to Hershey, PA Required

Delivery Driver - Earn Extra Cash

89% of jobs ask for a resume

89% of jobs ask for a resume

Caregiver

883 jobs in Cheshire,MA

DSP Delivery Driver for Amazon packages

Taco Bell - Team Member - Food Champion- Part Time - Pittsfield - Urgently Hiring

Work From Home Insurance Sales

Merchandise Associate

$16.25-$16.75/hr

Be Your Own Boss - Tool Sales Franchise w/ Training

Caregiver (Car Preferred)

Entry-Level Customs and Border Protection Officer – Up to $60K in Incentives

$41,863-$127,464/yr

Residential Youth Caregiver - Relocation to Hershey, PA Required

Delivery Driver - Earn Extra Cash

89% of jobs ask for a resume

89% of jobs ask for a resume

Caregiver

883 jobs in Cheshire,MA

DSP Delivery Driver for Amazon packages

Taco Bell - Team Member - Food Champion- Part Time - Pittsfield - Urgently Hiring

Work From Home Insurance Sales

Merchandise Associate

$16.25-$16.75/hr

PayA starting pay range of USD $16.25 to $16.75 per hourBenefitsAssociate discountBenefitsEAP

Be Your Own Boss - Tool Sales Franchise w/ Training

Caregiver (Car Preferred)

Entry-Level Customs and Border Protection Officer – Up to $60K in Incentives

$41,863-$127,464/yr

Residential Youth Caregiver - Relocation to Hershey, PA Required

Delivery Driver - Earn Extra Cash

PayGet paid the same day you dash with DoorDash Crimson*ScheduleSet your own hours and work as much—or as little—as you wantSchedulePart-time, seasonal, flexible, weekend, after-school, temporary, steady delivery gig

89% of jobs ask for a resume

89% of jobs ask for a resume

Caregiver

883 jobs in Cheshire,MA

DSP Delivery Driver for Amazon packages

Taco Bell - Team Member - Food Champion- Part Time - Pittsfield - Urgently Hiring

Work From Home Insurance Sales

Merchandise Associate

$16.25-$16.75/hr

PayA starting pay range of USD $16.25 to $16.75 per hourBenefitsAssociate discountBenefitsEAP

Be Your Own Boss - Tool Sales Franchise w/ Training

Caregiver (Car Preferred)

Entry-Level Customs and Border Protection Officer – Up to $60K in Incentives

$41,863-$127,464/yr

Residential Youth Caregiver - Relocation to Hershey, PA Required

Delivery Driver - Earn Extra Cash

PayGet paid the same day you dash with DoorDash Crimson*ScheduleSet your own hours and work as much—or as little—as you wantSchedulePart-time, seasonal, flexible, weekend, after-school, temporary, steady delivery gig

89% of jobs ask for a resume

89% of jobs ask for a resume

Caregiver