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Outdoor Guide Jobs in Connecticut (NOW HIRING)

As a Temporary, Part-time Sales Guide, you'll be the heartbeat of our outdoor gear/apparel departments, delivering world-class service with a smile. You'll be the face of the L.L.Bean brand, engaging ...

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Guide clients through the sales process. Requirements * Sales or customer-facing experience is a plus. * Strong communication skills and a positive attitude. * Comfortable working outdoors.

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Entry Level Roofing Sales

Norwalk, CT · On-site

$150K - $350K/yr

Guide clients through the sales process. Requirements * Sales or customer-facing experience is a plus. * Strong communication skills and a positive attitude. * Comfortable working outdoors.

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Outdoor Guide information

See Connecticut salary details

$7

$18

$37

How much do outdoor guide jobs pay per hour?

As of Jul 27, 2026, the average hourly pay for outdoor guide in Connecticut is $18.75, according to ZipRecruiter salary data. Most workers in this role earn between $13.03 and $18.99 per hour, depending on experience, location, and employer.

What are outdoor guides?

Outdoor guides are professionals who lead individuals or groups on outdoor adventures such as hiking, rafting, climbing, fishing, or camping. They are responsible for ensuring the safety of participants, sharing knowledge about the environment, and providing instruction on techniques and equipment. Outdoor guides often have specialized training in first aid, navigation, and natural history. Their goal is to create enjoyable, educational, and safe experiences in various outdoor settings.

What is the difference between Outdoor Guide vs Hiking Instructor?

AspectOutdoor GuideHiking Instructor
CertificationsFirst Aid, CPR, outdoor activity certificationsFirst Aid, CPR, outdoor activity certifications
Work EnvironmentOutdoor settings, various terrains, group supervisionDesignated hiking trails, group instruction, outdoor
Employer & IndustryTour companies, adventure tourism, outdoor recreationOutdoor education centers, adventure programs, outdoor recreation
Search & Comparison IntentPeople seeking outdoor adventure jobs or toursIndividuals interested in outdoor education or guiding hikes

While both roles involve outdoor activities and safety certifications, an Outdoor Guide typically leads various outdoor adventures across different terrains, focusing on guiding groups through activities like rafting, climbing, or camping. A Hiking Instructor specializes in teaching hiking skills, leading groups on trails, and providing outdoor education specifically related to hiking. Both roles require similar certifications and work environments but differ in scope and activity focus.

What are the key skills and qualifications needed to thrive as an Outdoor Guide, and why are they important?

To thrive as an Outdoor Guide, you need expertise in outdoor skills, navigation, first aid, and a solid understanding of environmental safety, often supported by certifications like Wilderness First Responder or Leave No Trace. Familiarity with GPS devices, mapping software, and specialized gear for activities such as hiking, kayaking, or climbing is typically required. Strong communication, leadership, and problem-solving abilities help guides manage groups and respond calmly to unexpected situations. These skills ensure the safety, enjoyment, and education of participants while minimizing risks in dynamic outdoor environments.

What are some common challenges Outdoor Guides face during group excursions, and how can they be managed?

Outdoor Guides often encounter challenges such as rapidly changing weather, varying group fitness levels, and maintaining group safety in remote environments. Effective Outdoor Guides stay prepared with contingency plans, adapt itineraries on the fly, and communicate clearly with participants to ensure everyone understands expectations and safety procedures. Building rapport and fostering teamwork within diverse groups is also key for a positive and safe experience.
What are popular job titles related to Outdoor Guide jobs in Connecticut? For Outdoor Guide jobs in Connecticut, the most frequently searched job titles are:
What job categories do people searching Outdoor Guide jobs in Connecticut look for? The top searched job categories for Outdoor Guide jobs in Connecticut are:
Infographic showing various Outdoor Guide job openings in Connecticut as of July 2026, with employment types broken down into 1% As Needed, 80% Full Time, 14% Part Time, 1% Temporary, and 4% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution, with an average salary of $38,990 per year, or $18.7 per hour.
Project Consultant- Roofing, Siding, Gutters

Project Consultant- Roofing, Siding, Gutters

ASPEN CONTRACTING

Plainville, CT

Full-time

Medical, Dental, Retirement

Posted 16 days ago


Job description

Position Summary
W2 | Uncapped Commissions
Experience Level:
Entry-Level to Experienced Sales Professionals Welcome
Travel: Local Travel Required (CT)

The Project Consultant is responsible for generating new business, conducting property inspections, educating homeowners on restoration solutions, and guiding customers through the project process from initial contact to project completion. This is a field-based sales role with uncapped earning potential and extensive training provided.
Work Environment
This position requires working in the field, meeting with homeowners, conducting inspections, and managing projects within assigned territories. Candidates should be comfortable working outdoors in varying weather conditions and climbing ladders when necessary.
  • Generate leads through networking, canvassing, referrals, and community outreach.
  • Conduct property inspections to identify roofing, siding, and gutter restoration opportunities.
  • Educate homeowners on storm damage, insurance restoration processes, and available solutions.
  • Prepare estimates, scopes of work, and project proposals.
  • Build and maintain strong customer relationships throughout the project lifecycle.
  • Guide customers through contract execution and project scheduling.
  • Collaborate with internal production and operations teams to ensure successful project completion.
  • Maintain accurate records of customer interactions and sales activities.
  • Represent Aspen Contracting professionally while upholding company values.
Required
  • Valid driver's license and reliable transportation.
  • Strong communication and relationship-building skills.
  • Self-motivated with the ability to work independently.
  • Ability to work flexible hours, including evenings and weekends as needed.
  • Comfortable working outdoors and performing roof inspections.
Preferred
  • Previous sales, customer service, or construction industry experience.
  • Experience with prospecting, lead generation, or commission-based sales.
Skills
  • Customer Relationship Management
  • Consultative Sales
  • Negotiation
  • Communication
  • Problem Solving
  • Time Management
  • Prospecting & Lead Generation
  • Project Coordination
  • Comprehensive sales and product training.
  • Uncapped commission structure.
  • Paid 2x Weekly
  • Career advancement opportunities.
  • Medical, dental, and disability insurance eligibility.
  • 401(k) eligibility.
  • Ongoing mentorship and leadership support.