Location: Brattleboro, Vermont (Hybrid)
Company: Winterland Marketing
Compensation: $32/hour, 10 hours/week to start
Type: Contract, with potential for expansion
ABOUT US
Winterland Marketing is a Brattleboro-based digital marketing agency focused on digital advertising and search engine optimization. We help businesses grow through smart, effective, and ethical marketing. We’re a small, collaborative team that values transparency, creativity, and initiative.
THE ROLE
We’re looking for a part-time sales consultant to help grow our client base and build relationships in the local business community. This is a flexible, hybrid position that combines remote work with in-person outreach. You’ll be responsible for driving new business, managing client relationships, and helping shape the direction of our sales efforts.
This is a great fit for someone who enjoys meeting new people, understands (or is eager to learn about) digital marketing, and is looking to lay the foundation for a larger sales role in the future.
WHAT YOU'LL DO
Identify and engage potential clients in the Brattleboro area
Conduct outreach through networking, cold calls, walk-ins, referrals, and online research
Build and maintain relationships with local businesses
Understand client needs and present solutions clearly
Conduct presentations and demos (online and in person)
Help develop sales materials and presentations
Use tools like Slack, Paymo, and Google Slides to stay organized
Manage leads and track progress
Provide excellent service during and after the sales process
Attend a weekly check-in meeting at our Brattleboro office
Represent Winterland Marketing in the community with professionalism and authenticity
WHAT WE'RE LOOKING FOR
Proven experience in sales, ideally in digital marketing, advertising, or related fields
Comfortable initiating conversations with business owners—online, on the phone, or in person
Familiarity with CRMs and digital tools (or willingness to learn)
Basic understanding of SEO, digital advertising, and online marketing (or willingness to learn)
Strong communication skills and the ability to adapt messaging to different audiences
Self-directed, organized, and able to manage your own schedule
Local to Brattleboro and familiar with the small business landscape
Bachelor’s degree or equivalent experience
Bonus: Graphic design or presentation-building skills (Canva, Google Slides)
Bonus: Experience with project management tools
WHY JOIN US?
Flexible, part-time hours you can largely set yourself
$32/hour starting pay
Collaborative, relaxed team with a practical, no-fluff approach
Opportunity to help shape your own role and grow with the company
Work that makes a real difference for small and local businesses
TO APPLY
Fill out our job application here: https://docs.google.com/forms/d/1uqflqGW2wEjPLwezyJW74eVppwjcvTgYCynduuPv94
We look forward to meeting you!
