Executive Assistant for Operations and Real Estate

Executive Assistant – Operations & Real Estate

Full-Time | In Office – The Dalles, Oregon

$23/hour + Benefits + Bonus Opportunities

If you love keeping complex operations running like clockwork — and you thrive supporting a team who moves fast, thinks big, and values excellence — this could be the best role you’ve ever had.

At Meadow Outdoor Advertising (Oregon’s #1 Small Business to Work For in 2025), we’re looking for a rare blend of precision, steadiness, and warmth. As our Executive Assistant to the Chief Operations Officer, you’ll be the organizational anchor and trusted right-hand who keeps projects on track, details airtight, and communication flowing across teams and vendors.

Why You’ll Love It Here

• Impact: Your work directly shapes our operational success.


• Stability + Variety: The role blends predictable processes with new challenges each week.


• Culture: Family, compassion, independence, truth, and detail aren’t just words here — they’re how we work.


• Growth: You’ll develop skills in operations, real estate, and cross-department collaboration.

What You’ll Do

• Keep Us Moving: Manage COO schedules, coordinate operational timelines, and track fleet, equipment, and billboard inventory.


• Stay Ahead of the Game: Anticipate needs, prepare documentation, and proactively resolve roadblocks before they reach the COO.


• Bridge Communication: Be the steady, professional point of contact for vendors, crews, regulators, and internal teams.


• Protect Quality: Ensure every detail — from contracts to performance reports — meets our high standards.


• Back Up the Team: Learn key admin functions in Production and Office Admin to provide support when needed.

You’re a Great Fit If You…

• Love details: Nothing escapes your eye. You take pride in accuracy.


• Are steady under pressure: Fast pace doesn’t rattle you — it energizes you.


• Communicate warmly and clearly: You can be diplomatic while holding boundaries.


• Anticipate needs: You see what’s coming before others do.


• Value quality and structure: You like doing things right the first time.


• Play well with others: You build trust and keep relationships positive across all levels.

Skills & Experience

• Proficient in Microsoft Excel, Word, Teams (bonus: AI tools).


• 2+ years in a senior administrative, operations, or real estate admin role.


• Experience in real estate contracts, leasing, or legal documentation is a plus.


• Strong written and verbal English; bilingual is a plus.

The Perks

• Competitive pay + company-wide performance bonuses


• Health, dental, and vision insurance


• 401(k) with company match


• Paid time off + holidays


• Profit sharing

To Apply:

Attach your resume + a brief cover letter telling us about a time you successfully supported a high-standards leader in a fast-paced environment.

We’re looking for that rare unicorn — someone steady, precise, and people-savvy who loves helping leaders succeed. If that’s you, we can’t wait to meet you.

Contingency

Employment offer is contingent upon passing a criminal background check.

AAP/EEO Statement

Meadow Outdoor Advertising provides equal employment opportunities to all persons regardless of race, color, religion, sex, national origin, physical or mental handicaps, age and any other status protected under applicable federal or state law, unless it is a bona fide occupational requirement reasonably necessary to the operation of our business.  Discrimination or harassment based upon any of these factors is inconsistent with our philosophy and will not be tolerated.