Career Opportunities
At O’Rourke Media Group, our people are what makes us different. If you thrive in a fast-moving, results-driven environment with no BS, politics or red tape in the way of making things happen, we’d love to hear from you.
Why work for us
- Fun, collaborative, open work environment
- Meaningful, mission-driven work that makes a difference in the communities we serve
- Great benefits
- Opportunity for advancement
- Industry-leading results and a winning culture
If you are interested in any current job openings or would like to be considered for future opportunities, please email your resume and letter of interest to the hiring manager listed on job opening or Jim O’Rourke at jorourke@orourkemediagroup.com
Digital Strategist
We’re Hiring: Digital Strategist – Hybrid | Build, Lead, Grow with OMG
Build your book. Lead the team. Shape the future.
Location: Hybrid (East Coast preferred, near any OMG market and/or Colorado)
Type: Full-Time
Reports to: VP of Digital, Joe Paul
This is a front-row, hands-on growth role.
This is your chance to own a national client list, train local sales teams, and help lead a fast-growing digital agency that actually does things differently.
We’re O’Rourke Media Group — a family-owned, bootstrapped company that’s been shaking up local media since 2018. We started with a few newspapers. Today we operate in eight states, 40 markets, run 58 hyper-local publications, and have built a full-service digital agency that’s delivering real results for over 15,000 businesses annually.
Now, we’re looking for someone who’s part closer, part coach, and fully obsessed with helping local businesses grow.
What You’ll Actually Do Here
- Build and manage your own book of digital clients across the U.S.
- Prospect for new business — actively identify, research, and pitch ideal client opportunities
- Jump into sales meetings with our reps and help them close bigger, better deals
- Join client meetings to help close new and incremental opportunities
- Develop and pitch full-funnel campaigns across Google, Facebook, YouTube, CTV, and Programmatic
- Sell not only digital, but our owned and operated print and local audiences — a differentiator few can match
- Collaborate with the VP of Digital to grow our agency playbook
- Deliver post-sale support and ensure long-term campaign success and client retention
- Travel when needed to get face time with clients or support sales teams
What You Bring
Required:
- You’ve sold digital before — and you’re good at it
- Strong knowledge of paid digital platforms: Google, Meta, YouTube, CTV, Programmatic
- Tools like GA4, SEMrush, and Facebook Ads Manager aren’t intimidating
- Confident in prospecting, presenting, and closing digital campaigns
- You like coaching others, and you don’t need your hand held
- Bachelor’s degree or equivalent experience
Preferred:
- 5+ years in digital or agency-side sales
- Google and Meta certifications
- Experience helping scale a local/regional digital agency
- You’ve got ideas. You’ve got leadership chops. You want to shape something bigger
Why We’re Different
- We’re not backed by private equity or a big holding company.
- We don’t chase awards — we chase results.
- We care about the people we hire, and we’re in this for the long game.
If you want a predictable 9-to-5 where you’re just selling what’s in a deck — this isn’t it.
But if you want to help build something, drive your own growth, and make a serious impact?
This is your shot.
What You Get
- Write your own check – competitive base + commission with unlimited upside
- Full benefits: medical, dental, vision, PTO, 401(k) with match
- Hybrid flexibility – East Coast or Colorado preferred, near any of our OMG markets
- Freedom to lead and room to grow – we promote from within
- A team that cares about your ideas, your goals, and your success
To apply, send your resume to Caleb Anderson at canderson@orourkemediagroup.com.
Let’s build something great.
Sales Director - Delaware
O’Rourke Media Group is recruiting for a results-driven Sales Director for our business in Delaware, Maryland and Virginia. The ideal candidate will bring a proven track record of achieving revenue growth, will have strong digital acumen and will be effective with building trusted relationships with local businesses. We’re looking for someone that works well with people to get stuff done. This position is a hybrid arrangement but required to spend time at our office in Seaford DE and must live in our market area.
The Guide is Delmarva’s premier advertising niche product, casting a wide print distribution and engaged online audience. Sussex Printing has been Delmarva’s leading printer since 1959. O’Rourke Media Group also brings a fast-growing, internal full-service digital agency, offering everything from website development, SEM, SEO, Facebook advertising, content marketing services and much more. We’re truly a one-stop shop, providing advertising, marketing and promotions support for local businesses.
Job Responsibilities
- Manage and motivate a team of account executives to effectively sell print and digital, multichannel advertising and marketing solutions to local businesses.
- Recruit, hire and train Account Executives.
- Individual account management and new business development.
- Grow digital revenue in and outside our core business footprint.
- Experienced and proven skills with prospecting, getting appointments, presenting, and closing.
- Effective building relationships with customers, account executives, fulfillment team members, and other stakeholders in OMG.
- Drive Printing & Design sales.
- Provide superior service that transcends to excellent retention with advertisers.
- Network, engage and be active in the communities we serve.
Job Requirements
- Minimum five years of sales experience.
- Minimum five years of management experience.
- Strong communication and time management skills.
- Negotiating experience.
- High proficiency in MS Excel and other technology applications.
Compensation Package Details
- Competitive base plus commissions.
- Car allowance.
- Medical benefits, vision, dental and PTO.
- 401 (k) savings plan.
- Will consider reasonable reimbursement for relocation.
- Opportunity for career advancement and earnings growth.
About the Parent Company
O’Rourke Media Group is a family-owned, diversified media company that was formed in 2018. Originally just a holding company that owned a few newspapers, O’Rourke Media Group (OMG) has established itself as an industry-leading, digital media company comprising a cutting edge digital agency and an impressive group of award-winning, hyper-local print newspapers and niche magazines. OMG now operates in eight states, 40 markets with over 58 publications and hyper-local websites.
Interested candidates should send their resume to: Jorourke@orourkemediagroup.com
Paid Media Specialist – Pennsylvania
O’Rourke Media Group is looking for an experienced Paid Media Specialist to join our growing digital team. This is a full-time, in-office role based out of our Morrisville, PA office. The ideal candidate will have hands-on experience launching and managing paid media campaigns across multiple platforms, with a focus on Google, Meta (Facebook/Instagram), and other key digital channels.
This role is a great opportunity for someone who wants to sharpen their skills across multiple platforms and work directly with clients in a fast-paced, team-oriented environment.
Responsibilities:
- Build, launch, and manage SEM, targeted display, paid social, and video campaigns.
- Enable and maintain campaign tracking.
- Monitor and analyze campaign performance; proactively recommend and implement optimizations.
- Collaborate closely with Digital Fulfillment and Sales teams to deliver on client expectations.
- Communicate monthly performance metrics and campaign insights to Sales and clients.
- Stay current on best practices, platform updates, and emerging trends in paid media.
Qualifications:
- Bachelor’s degree in marketing, advertising, communications, or related field.
- Minimum 2 years of experience executing paid media campaigns (Google, Meta/FB experience required).
- Proven ability to launch, optimize, and scale campaigns across multiple platforms.
- Google Ads Certification (or ability to obtain within 90 days).
- Strong ad copywriting skills to drive action and conversions.
- Working knowledge of bid management and bidding strategies.
- Experience with campaign tracking tools (Google Tag Manager, Meta Pixel, Google Analytics).
- Client-facing communication experience and ability to explain performance results.
- High attention to detail with the ability to deliver accurate work in a fast-paced environment.
- Experience running campaigns across multiple industries is a plus.
- SEO experience is a bonus, but not required.
Compensation & Benefits:
- Salary range: $50,000 – $65,000 annually, depending on experience and qualifications.
- Comprehensive benefits package, including medical, vacation, and other perks.
- Opportunities for growth within a fast-paced, entrepreneurial company.
About the Company
O’Rourke Media Group is a fast-growing company that owns and operates hyper-local community newspapers, websites, niche publications, and a full-service digital agency. We are family-owned and mission-driven to save newspapers and local media companies by investing in the people, resources, and technology needed to thrive for many years to come.
Our News teams produce hyper-local, high-interest local news and accurate, trustworthy reporting. Our Sales and Digital Fulfillment teams bring omnichannel advertising solutions to local businesses in the communities we serve.
O’Rourke Media Group now operates in eight states and 40 markets with 58 publications and hyper-local websites. We started from ground zero in December 2018, totally bootstrapped, confident, and with an entrepreneurial mindset.
Interested candidates should send their resume to: mivey@orourkemediagroup.com
Reporter - Pagosa Springs, CO
O’Rourke Media Group is searching for a talented reporter to fill a full-time position in Pagosa Springs, Colorado, at The Pagosa Springs SUN.
Our journalists are driven to find stories that matter to our community and are dedicated to fairness, accuracy, and ethics. The successful candidate for this position is someone who knows how to cover hard news but also loves to write about people and their passions. They know that a good interview is often a good conversation and know when to ask the tough questions, but also when to listen. The ideal candidate has exceptional writing skills and is willing to put in the extra effort and research to deliver an engaging story.
Preferred qualifications for this position include:
- Degree or diploma in journalism, or a related field;
- At least 1-3 years of experience as a reporter with experience covering hard news and feature stories or experience at a college newspaper;
- The ability to meet tight deadlines and report the news as it happens;
- Superior language, writing and editing skills;
- Strong photography skills;
- Able to work a variety of schedules, including evenings, nights and weekends;
- Excellent critical thinking and problem-solving skills;
- Ability to work in a fast-paced environment;
- A valid driver’s license and a reliable vehicle;
- Willingness to live in or near Pagosa Springs, Colorado.
If this sounds like the perfect position for you, we would love to hear from you! To apply, please send your resume, letter of interest and relevant samples of your work to Chad Richardson, Vice President of News, crichardson@orourkemediagroup.com.
Company Benefits
We offer competitive compensation plans and employees are eligible for medical, dental, vision, life insurance benefits, paid time off and our 401 (k) savings plan. This is an excellent opportunity for career development and growth within the company.
O’Rourke Media Group is a fast-growing company that owns and operates hyper-local, community newspapers, websites, niche publications and a full-service digital agency. We are family-owned and mission-driven to save newspapers and local media companies by investing in the people, resources and technology needed to thrive for many years to come. We believe that every community can benefit from a well-run, properly resourced, local newspaper and website. Our News teams produce hyper-local, high interest local news and accurate and trustworthy reporting. Our Sales and Digital Fulfillment teams bring omnichannel advertising solutions to local businesses in the communities we serve.
O’Rourke Media Group now operates in nine states and 40 markets with 58 publications and hyper-local websites. We started from ground zero in December 2018, totally bootstrapped, confident and with an entrepreneurial mindset.
Sales Director - Vermont
O’Rourke Media Group is recruiting and will be offering excellent, above market compensation for a results-driven Sales Director at our business in Vermont. The ideal candidate will bring a proven track record of achieving revenue growth, will have strong digital acumen and will be effective with building trusted relationships with local businesses. We’re looking for someone who works well with people to get stuff done. This position is a hybrid arrangement but required to spend time at our office in St Albans, VT and must live in our market area (Franklin or Chittenden County).
The St. Albans Messenger is a very strong paid, community newspaper and website serving Franklin County, VT. The Essex Reporter and Milton Independent are excellent hyper-local, free monthly newspapers distributed to 100% of the households in their respective communities. Currently, the Colchester Sun is online only. We have an ambitious plan to expand and add more monthly print newspapers and local news sites in Chittenden County.
In addition to selling advertising to local businesses, our Vermont team offers a full range of printing and design services. We’re truly a one-stop shop, providing advertising, marketing and promotions support for local businesses.
Job Responsibilities
- Manage and motivate a team of account executives to effectively sell print and digital, multichannel advertising and marketing solutions to local businesses.
- Recruit, hire and train Account Executives.
- Individual account management and new business development.
- Grow digital revenue in and outside our core business footprint.
- Experienced and proven skills with prospecting, getting appointments, presenting, and closing.
- Effective building relationships with customers, account executives, fulfillment team members, and other stakeholders in OMG.
- Drive Printing & Design sales.
- Provide superior service that transcends to excellent retention with advertisers.
- Network, engage and be active in the communities we serve.
Job Requirements
- Minimum five years of sales experience.
- Minimum five years of management experience.
- Strong communication and time management skills.
- Negotiating experience.
- High proficiency in MS Excel and other technology applications.
Compensation Package Details
- Competitive base plus commissions.
- Car allowance.
- Medical benefits, vision, dental and PTO.
- 401 (k) savings plan.
- Will consider reasonable reimbursement for relocation.
- Opportunity for career advancement and earnings growth.
About the Parent Company
O’Rourke Media Group is a family-owned, diversified media company that was formed in 2018. Originally just a holding company that owned a few newspapers, O’Rourke Media Group (OMG) has established itself as an industry-leading, digital media company comprising a cutting edge digital agency and an impressive group of award-winning, hyper-local print newspapers and niche magazines. OMG now operates in eight states, 40 markets with over 58 publications and hyper-local websites.
Interested candidates should send their resume to: Jorourke@orourkemediagroup.com
Editor - Gunnison, CO
O’Rourke Media Group is searching for a talented editor to lead the digital and print newsroom at the Gunnison Country Times, a trusted and award-winning community newspaper in Colorado. This role is not an administrative one, but rather a role for someone who can lead a newsroom and cover their own beats at the same time.
Our journalists are driven to find stories that matter to our community and are dedicated to fairness, accuracy and ethics. The successful candidate for this position is a strong leader and storyteller who understands both the nuances of rural mountain life and the broader forces shaping it. Gunnison is a place where national issues play out on a local scale — from water rights and public lands to housing, endangered species, and economic sustainability — and we’re looking for someone who can guide coverage that helps readers make sense of it all.
The ideal candidate has exceptional editing and management skills, values community journalism, understands how to grow our digital audience and knows how to produce a newspaper that reflects the lives, priorities and passions of the people who live here.
Responsibilities include:
- Develop and execute a plan to grow our digital audience;
- Post multiple stories a day to the Gunnison Country Times website;
- Oversee daily news operations, including story planning and editing for print and online;
- Manage and mentor a small but dedicated team of reporters and correspondents;
- Write news and feature stories on a regular basis (this role will include regular beats, including government meetings);
- Coordinate with designers and production staff to meet tight deadlines;
- Uphold high standards of accuracy, fairness and ethical reporting;
- Represent the Gunnison Country Times in the community, building relationships with readers, local leaders and organizations;
- Collaborate with O’Rourke Media Group’s broader editorial network to share ideas and support companywide initiatives.
Preferred qualifications for this position include:
- Degree or diploma in journalism, communications or a related field;
- At least 3–5 years of newsroom experience, including prior editing or leadership responsibilities;
- Strong editing, writing and storytelling skills across both print and digital platforms;
- Familiarity with AP style, SEO best practices and social media engagement;
- Excellent organizational, communication and decision-making skills;
- The ability to thrive in a fast-paced environment and meet tight deadlines;
- A valid driver’s license and reliable vehicle;
- Willingness to live in or near Gunnison, Colorado.
The range for compensation is $45,000 to $50,000, depending on qualifications.
If this sounds like the perfect position for you, we would love to hear from you! To apply, please send your resume, letter of interest, and relevant samples of your work to Chad Richardson, Vice President of News, at crichardson@orourkemediagroup.com.
Company Benefits
We offer competitive compensation plans and employees are eligible for medical, dental, vision, life insurance benefits and paid time off. This is an excellent opportunity for career development and growth within the company.
O’Rourke Media Group is a fast-growing company that owns and operates hyper-local, community newspapers, websites, niche publications and a full-service digital agency. We are family-owned and mission-driven to save newspapers and local media companies by investing in the people, resources and technology needed to thrive for many years to come. We believe that every community can benefit from a well-run, properly resourced, local newspaper and website. Our News teams produce hyper-local, high-interest local news and accurate and trustworthy reporting. Our Sales and Digital Fulfillment teams bring omnichannel advertising solutions to local businesses in the communities we serve.
O’Rourke Media Group now operates in nine states and 40 markets with 58 publications and hyper-local websites. We started from ground zero in December 2018, totally bootstrapped, confident and with an entrepreneurial mindset.
Marketing & Lead Generation Specialist
We’re looking for a Marketing & Lead Generation Specialist to drive awareness, generate qualified leads, and grow both our agency business and our local publications.
What You’ll Do
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Develop and execute multi-channel lead generation campaigns (paid media, SEO, social, content marketing, email/newsletters).
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Build and optimize campaign funnels — from awareness through conversion.
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Create and test landing pages, calls-to-action, and lead magnets that convert.
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Collaborate with editorial and sales teams to market specific publications (e.g., promote The Sheboygan Sun to advertisers and readers).
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Use CRM and marketing automation tools to nurture leads and hand them off to sales.
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Track KPIs (CPL, CTR, conversions, ROI) and present actionable insights.
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Strengthen OMG’s brand presence through thought leadership, community engagement, and digital storytelling.
What We’re Looking For
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3–5+ years of experience in marketing, digital advertising, or lead generation (agency, media, or B2B strongly preferred).
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Proven track record of running campaigns that delivered measurable leads and revenue growth.
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Expertise in digital channels: SEO, paid search, paid social, email, and content marketing.
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Strong data analytics skills — comfortable with Google Analytics, A/B testing, and ROI reporting.
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Experience with CRM and automation platforms
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Creative skills: ability to craft compelling copy, offers, and campaigns.
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A self-starter with excellent communication skills, able to collaborate across sales, creative, and editorial teams.
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Bachelor’s degree in Marketing, Communications, Business, or equivalent experience.
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Bonus: Familiarity with the publishing/media industry or local advertising sales.
Why Join OMG
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Be part of a fast-growing, entrepreneurial media company that combines trusted journalism with cutting-edge digital marketing.
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Career growth opportunities — your results directly impact company success.
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Collaborative, innovative culture without the bureaucracy of big corporations.
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Competitive salary + benefits
Interested candidates should send their resume to: jade@orourkemediagroup.com
Advertising Account Executive
O’Rourke Media Group is recruiting for an Advertising Account Executive. We’re seeking a proven sales professional that has a demonstrated track record of driving growth and new business development. Great opportunity for an experienced media sales rep, recent college grad or those looking to make a career change from outside of the media business. We offer an excellent compensation plan ranging from $50K to $100K+, great support and training, a fun work environment and lots of autonomy.
OMG is a family-owned, diversified media company that was formed in 2018. Originally just a holding company that owned a few newspapers, O’Rourke Media Group (OMG) has established itself as an industry-leading, digital media company comprising a cutting edge digital agency and an impressive group of award-winning, hyper-local print newspapers and niche magazines. OMG now operates in eight states, 40 markets with over 58 publications and hyper-local websites. For more company information, please go to our website at www.orourkemediagroup.com.
Position Overview
The Advertising Account Executive is responsible for managing client relationships, developing advertising strategies, and ensuring client satisfaction. This role requires a blend of sales, marketing, and communication skills.
Key Responsibilities
- Client Management:
- Act as the primary point of contact for assigned clients.
- Build and maintain strong, long-lasting client relationships.
- Understand clients’ business objectives and advertising needs.
- Strategy Development:
- Collaborate with internal teams to develop effective advertising campaigns.
- Present campaign proposals to clients and negotiate terms.
- Monitor campaign performance and adjust strategies as needed.
- Sales and Business Development:
- Identify and pursue new business opportunities.
- Prepare and deliver sales presentations.
- Engage in networking activities.
- Meet and exceed sales targets.
- Reporting and Analysis:
- Provide regular reports on campaign progress and results.
- Analyze data to identify trends and insights.
- Present findings to clients and internal teams.
Qualifications
- Bachelor’s degree in Marketing, Advertising, Business Administration, or a related field.
- Proven experience in sales or account management, preferably in the advertising industry.
- Strong communication, negotiation, and presentation skills.
- Ability to build and maintain client relationships.
- Excellent analytical and problem-solving abilities.
Skills
- Client Relationship Management
- Sales and Business Development
- Strategic Planning
- Communication and Presentation
- Data Analysis
Interested candidates should apply directly with an email message and resume to Jim O’Rourke at jorourke@orourkemediagroup.com. Feel free to provide Linked In credentials as well.
