Leadership · 5 min read

How to Know If You Have the Right Marketing Leader

Evaluate marketing leadership through the business outcomes that matter

  • Daniel Paulino, Founder and CEO
  • March 24, 2026

You’ve seen it before. A marketing leader walks into a board meeting and delivers a confident presentation loaded with acronyms. The slides look sharp, the energy is high, the room is full of positive vibes.

But six months later, occupancy is trending down, your brand still feels undefined, and you’re not sure what the marketing team has accomplished. You quietly wonder if you made the right hire, but you don’t know how to evaluate since marketing is a language so far off from the financial models, operations, and acquisition frameworks you have refined over the decades.

Most real estate executives are not marketers. You weren’t trained to be, but you are exceptional at evaluating risk, pressure-testing assumptions, and holding people accountable to outcomes. This article gives you the framework to do exactly that, applied to marketing leadership.

First understand what tier you actually need

Before you can evaluate your current leader, it helps to understand what tier you actually need. The most common mistake isn’t a bad hire. It’s a mismatch between what you hired and what you expected

Tier 1

Tactical executor

Runs campaigns, manages vendors, and coordinates content production. Brings discipline and consistency to execution across the portfolio.

Tier 2

Strategic operator

Builds the strategy and executes it. Connects brand positioning to leasing outcomes.

Tier 3

Revenue architect

Has a seat at the table when renewal rates, concession strategy, and pricing decisions are made. Builds systems that compound value across the portfolio over time.

The most common mistake is paying for a Tier 2 leader but expecting Tier 3 outcomes, or hiring a Tier 3 title but getting Tier 1 execution. Clarify what you need before you evaluate what you have.

Why terminology isn’t competency

Marketing vocabulary can be weaponized, intentionally or not, to create the appearance of expertise where substance may be thin.

When your marketing leader tells you they are “optimizing CPCs across paid search while improving CTR through dynamic ad copy testing and shifting budget toward upper-funnel programmatic to build awareness with in-market renters,” that might be a precise description of a thoughtful strategy or it might be a string of industry terms that sounds impressive but doesn’t connect to any measurable business outcome you care about.

The problem is you can’t tell the difference if you don’t know the right questions to ask. And your marketing leader knows you can’t tell the difference. Many marketers genuinely believe they’re communicating effectively when they report in this language because they live inside these metrics every day. It doesn’t occur to them that the person across the table has no frame of reference for whether a 3.2% CTR is good, bad, or irrelevant.

A simple rule of thumb: if your marketing leader can’t explain what they’re doing in plain language that a sharp 10-year-old could understand, they may not understand it themselves.

Your job as a non-marketer executive is not to learn marketing terminology, but to evaluate marketing leadership the same way you evaluate every other function: by outcomes, strategic clarity, and the ability to connect activity to business results.

What great marketing leadership actually looks like

So what does a strong marketing leader in multifamily look and sound like? Not in terms of what tools they use, but how they operate.

They translate. They don’t lecture.

The best marketing leaders have a rare ability to explain what they’re doing in language that connects to how you already think about the business. They don’t present marketing metrics in isolation, but connect marketing activity to occupancy, lease velocity, and other KPIs your business cares about. When they talk about a campaign, they frame it in terms of qualified prospects, cost per lease, and how that compares to last quarter.

Marketing-only language

  • “We improved our CTR by 14% on paid search.”
  • “We launched an awareness campaign across programmatic channels.”
  • “Engagement on our social content is trending up.”
  • “We updated listings across six ILS platforms.”

Business-connected language

  • “Our paid search changes drove 22% more qualified leads at the same budget.”
  • “We targeted renters actively searching in our submarkets. Three properties moved from 91% to 95% occupancy in 60 days.”
  • “Social is not converting at a meaningful rate. We are reallocating that budget to ILS and paid search where we can measure cost per lease.”
  • “Our ILS listings were underperforming. After the updates, lead volume from those platforms increased 31%.”

If your marketing leader can’t articulate what they’re doing in terms you already use to run the business, that’s a signal. It doesn’t mean they’re not good at their craft. It might mean they’re operating as a practitioner when the role requires a leader. Those are different jobs.

They own outcomes, not just activity.

There’s a critical difference between a marketing leader who reports on what they did and one who reports on what it produced.

Activity reporting

“We launched 14 campaigns this month, published 32 social posts, and updated listings across 6 ILS platforms.”

Outcome reporting

“Cost per signed lease dropped 18% this quarter. Website-to-tour conversion improved 22%. Three targeted properties moved from 91% to 95% occupancy in 60 days.”

Both statements might describe the same work, but only one tells you whether that work mattered. If your marketing leader consistently reports in activity terms without connecting to outcomes, they may not understand the connection themselves.

They’re honest about what’s not working.

This is one of the most reliable indicators of marketing leadership quality, and it’s the easiest one for a non-marketer to evaluate. Strong marketing leaders bring bad news proactively. They tell you when a campaign underperformed, when a channel isn’t delivering, or when a strategy needs to change. They do this because they understand that credibility is built through honesty, not spin.

Leaders who only present wins leave you flying blind. Every report is positive, every metric is trending up, and somehow every campaign was a success. If your marketing leader has never brought you a problem, they’re either exceptionally lucky or they’re curating what you see. In my experience, it’s almost always the latter.

They can prioritize and say no.

Multifamily marketing teams are perpetually under-resourced. A strong leader knows this and makes deliberate trade-offs. They can tell you what they’re choosing not to do and why, and they can articulate which initiatives have the highest revenue impact and which they’re intentionally deprioritizing.

Someone who hasn’t developed this muscle says yes to everything, does everything at 60% quality, and wonders why nothing is moving the needle.

Can they protect their own priorities?

This is the single most common dysfunction I see in multifamily marketing organizations, and it’s one that non-marketer executives often unknowingly create and reinforce.

In many property management companies, marketing functions as an order-taking department. Someone saw a competitor’s Instagram post and wants something similar by Thursday, a regional VP wants another QR code, the CEO wants a new brand video because they were at a conference and felt inspired. The requests come in from every direction, all of them feel urgent, and the marketing team says yes to all of them because they don’t feel empowered to say anything else.

This is a failure of leadership, but it’s not always obvious whose leadership is failing.

The marketing leadership spectrum

  1. Order-taker
  2. Reactive executor
  3. Strategic operator
  4. Revenue architect

Cause for concern

Accepts every request without question. Manages a to-do list, not a strategy. Activity is high; impact is unmeasurable.

What strong looks like

Filters requests against strategic priorities. Articulates trade-offs. Protects the team’s time for highest-impact work.

A marketing leader who accepts every request without question has accepted that marketing is a help desk, not a strategic function. If your marketing leader has never pushed back on a request from you or another executive, ask yourself why. Either they agree that every incoming request is more important than the work they were already doing (not possible) or they don’t feel empowered to advocate for their own priorities.

Both answers should concern you.

Three questions to ask in your next one-on-one

You don’t need to become a marketer to evaluate one. You just need three questions asked consistently, in plain language, in any regular one-on-one.

  1. 1

    What are the three most important things marketing is doing this quarter, and why those three?

    This tests strategic clarity. A strong leader connects every choice to a business outcome. Someone who isn’t there yet talks in generalities about awareness and presence without being able to say why those three and not five others.

  2. 2

    What did we spend on marketing last month, and what did it produce?

    Cost per lease. Lead volume by channel. Website-to-tour conversion. These are the numbers that connect marketing spend to occupancy performance. If your marketing leader can’t produce them on demand, that’s worth knowing.

  3. 3

    Tell me about something that isn’t working right now.

    This is the simplest test in the framework. Strong leaders bring problems before you ask. If the honest answer is nothing, they’re either exceptionally lucky or they’re curating what you see.

That’s what Part 2 is about. The full assessment framework across strategic clarity, analytical rigor, and team health, and the question most executives don’t want to ask themselves.

It publishes as the next edition of Prompted and will be titled “You Hired Them. Now Get out of the Way”.

Prompted is a newsletter for multifamily marketing executives navigating strategy, technology, and the craft of building teams that perform. Published by Paulino Strategies.

Daniel Paulino is the founder and CEO of Paulino Strategies, a multifamily marketing consultancy for operators, owners, and PropTech companies.

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