Job Openings


PORTLAND MEDIA GROUP  •  NOW HIRING

Media Advisor

Client-Facing Outside Sales  |  Portland, ME

BASE + UNCAPPED COMMISSION
YEAR 1 AVG: $65,000–$75,000
YEAR 2 AVG: $75,000+ — it’s up to you!

You’re competitive. You like closing. And you’re done watching your best years get spent making someone else’s spreadsheet look good.

We’re Portland Media Group, a local media company that helps regional businesses grow through Google PPC, connected TV, targeted digital display, and broadcast/streaming audio. We’re hiring a Media Advisor to sit across the table from real business owners and help them win.

This isn’t cold-calling a script and hoping. It’s consultative, relationship-driven selling — you diagnose what’s actually stopping a business from growing (more clicks, more calls, more foot traffic) and build a media plan that fixes it. No ceiling on what you can earn. No cap on how far you can take it.

What you’ll actually do

✔  Get face time with decision-makers — owners, GMs, marketing directors — and earn a seat at their table.

✔  Build multi-platform campaigns across paid search, streaming audio, CTV, targeted display and broadcast/streaming audio.

✔  Work a mix of existing accounts, inbound leads, and your own outreach — you’re never starting from zero.

✔  Get trained on the tech, not just told to “figure it out.” We invest in you from day one!

Why this role, why now

✔  Uncapped commission means your paycheck reflects your effort, not your tenure.

✔  Real autonomy — you build your book, manage your schedule, and own your results.

✔  Work that matters: you’re helping real local businesses in your community grow, not pushing a widget.

✔  A modern toolkit that most “traditional media” jobs still don’t have.

✔  A clear path forward — top advisors grow into senior accounts and greater compensation. You get out what you put in!

What we’re looking for

✔  A few years of real-world experience — sales, hospitality, account management, or anything customer-facing.

✔  Someone who follows through without being chased, and who wants ownership, not hand-holding.

✔  Curious and coachable — comfortable learning new platforms and adapting as the industry shifts.

✔  A natural relationship-builder who genuinely likes people and the local business community.

✔  Resilient. This is sales — some doors won’t open. You knock on the next one anyway.

What you’ll get

✔  Base salary + uncapped commission — your effort sets the ceiling, not us (see pay range above).

✔  Health benefits, PTO, and a 401(k).

✔  Ongoing training on the platforms and tools that actually move the needle for clients.

✔  A team that wants you to win — and has the track record to back that up.

Every client is different. Every day looks different. And if you’re the kind of person who gets restless doing the same thing on repeat, that’s exactly the point.

If you’re ready to stop selling for someone else’s growth story and start building your own, let’s talk.

Send your resume and a quick note to Shane Leketa, Director of Sales, at sleketa@portlandmediagrp.com. We can’t wait to meet you!

PORTLAND MEDIA GROUP  •  NOW HIRING

Part-Time Sales Advisor

Flexible Schedule  |  Saga Communications – Portland Media Group  |  Portland, ME

PART-TIME + COMMISSION
HOURS: 10–15 per week
PAY: $15.10/hour plus commission

Looking to make extra income while working on your own schedule? We’re looking for a motivated, people-oriented salesperson to help local businesses – especially restaurants – bring in new customers.

This is a part-time, flexible role where you’ll connect with business owners, introduce a simple marketing concept, and help them turn unused inventory (like gift certificates or experiences) into real growth and long-term customers.

You won’t need to be a marketing expert – we’ll show you how it works. What matters most is your ability to start conversations and build trust.

What You’ll Do

✔  Reach out to local businesses (primarily restaurants)

✔  Set up quick conversations (in-person or phone)

✔  Present a straightforward customer acquisition program

✔  Help businesses launch offers that bring in new customers

✔  Stay connected with clients and build relationships over time

Why This Role Stands Out

✔  Flexible schedule – work remotely the majority of the time

✔  Simple, proven concept – easy to explain and gain interest

✔  Solid earning potential – commission-based with upside

✔  Local focus – work directly with businesses in your community

✔  No heavy admin or complexity – focus on conversations and closing

What We’re Looking For

✔  Comfortable talking to people and building relationships

✔  Self-motivated and able to manage your own time

✔  Curious and willing to learn

✔  Experience in restaurants, hospitality, or customer-facing roles is a big plus

Apply Today

Send your resume and a short introduction to Shane Leketa at sleketa@portlandmediagrp.com. (No phone calls, please.)

Portland Media Group is an Equal Opportunity Employer.


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