Sales & Business Development Specialist (REMOTE)

Roadpass Digital•Chicago, IL

11d•Remote

About The Position

Roadpass Digital is seeking an experienced, entrepreneurial, results-driven sales professional for a part-time role focused on revenue growth across advertising, sponsorships, and strategic partnerships. The role supports Roadpass Digital’s portfolio, including Roadtrippers and Campendium, and spans digital advertising, branded content, sponsorships, integrated marketing programs, and strategic collaborations such as co-marketing and product integrations. The position is fully remote and intended for a candidate based in the United States. The specialist will work independently to leverage established industry relationships, build a sales pipeline, identify and close new opportunities, and collaborate with internal teams to deliver measurable business results. This is a non-exempt employee role expected to work up to 25 hours per week, with hourly pay and the opportunity to earn commissions on qualifying sales. Roadpass Digital develops products and services for road-based travel and outdoor tourism. Its brands include Roadtrippers, a road-trip planning tool, and Campendium, a camping app that helps users find campsites.

Requirements

At least 5 years of relevant sales or business development experience.
A proven track record of sales and business development success, including closing revenue-generating deals.
Established relationships and industry connections in the outdoor, RV, camping, automotive, travel, or related industries.
Experience selling integrated advertising solutions, branded content, sponsorships, and/or partnership programs.
Ability to identify opportunities, develop relationships with key decision-makers, negotiate agreements, and close deals.
Ability to work independently and manage priorities in an entrepreneurial, fast-paced environment.
Ability to build and maintain relationships with brands, advertisers, agencies, manufacturers, retailers, and other potential strategic partners.
Ability to balance hands-on sales execution with strategic thinking aligned with business objectives.
Proactive, resourceful, and motivated by achieving sales goals and driving revenue growth.

Nice To Haves

Experience spanning digital media, advertising, sponsorships, and strategic partnerships.

Responsibilities

Develop and execute sales and business development strategies to generate revenue across advertising, sponsorships, and strategic partnerships.
Identify and close digital advertising opportunities, including display advertising, sponsored content, email campaigns, sponsorships, promotional placements, and integrated marketing programs.
Identify, pursue, and negotiate strategic partnerships that generate revenue, expand distribution, increase brand awareness, or provide mutual value.
Manage the full sales cycle, from prospecting and outreach through discovery, proposal development, negotiation, contract execution, and ongoing relationship management.
Leverage established industry relationships to accelerate business development and generate qualified opportunities.
Build and maintain a pipeline of prospective advertisers, agencies, brands, manufacturers, retailers, and strategic partners, with a focus on revenue targets.
Pursue prospects through direct outreach, networking, trade shows, referrals, and market research.
Develop sales presentations, proposals, and partnership concepts tailored to prospective clients’ objectives and Roadpass Digital’s capabilities.
Maintain client and partner relationships to encourage renewals, repeat business, account expansion, and ongoing collaboration.
Collaborate with leadership and internal marketing, product, and other teams on proposals, partnership opportunities, and revenue-generating initiatives.
Represent Roadpass Digital’s brands, products, and revenue opportunities in the outdoor, RV, and travel industries.

Benefits

Flexible Time Off and 16 company-paid holidays.
Hands-on learning and development opportunities.
Medical insurance options, including PPO and HDHP-HSA plans.
Dental insurance.
Vision insurance.
Flexible spending account.
Commuter benefit.
Discount programs.
Life and disability insurance.
Accident insurance.
401(k) program with company match.
Paid parental leave.
Lifetime subscription to Roadpass products.
Work-Detoured benefit that encourages and reimburses employees to enjoy the outdoors.