Marketing Manager (Proof & Sales Enablement)

Pentice•Chicago, IL

3d•Hybrid

About The Position

The Marketing Manager (Proof & Sales Enablement) helps Pentice sign more Class A buildings by providing the Head of Business Development with evidence that builds trust, materials tailored to each buyer, and warm introductions to target accounts. The role does not close deals. It is part of the Marketing team and works daily with the Head of Business Development and with Operations to collect guest proof. The manager owns first-12-month outcomes for proof assets, marketing-sourced meetings, sales materials, and guest-side booking and review performance. They build a system for gathering reviews, photos, guest stories, and financial results from each building and turn those into case studies and one-page building summaries. They create sales materials for property management companies, regional managers, asset managers, and owners; run targeted outreach to named accounts; plan building tours, owner dinners, and participation in Chicago real estate events; and grow direct and repeat bookings through email, the website, and review requests. The position also maintains consistent branding across the website, decks, and in-unit materials, reports weekly KPIs, and joins the weekly pipeline review. The role is full-time, exempt, and hybrid in Chicago, with regular in-person work at buildings, tours, and events. It reports to the CEO and works closely with the Head of Business Development. A budget for design tools, photo and video, targeted ads, and events is set with the CEO. The role may grow into Head of Marketing as the company expands into new markets, subject to meeting targets for at least two consecutive quarters.

Requirements

3 to 5 years of experience in B2B marketing, sales enablement, or product marketing.
Experience supporting a sales team through a long sales cycle involving multiple decision-makers.
Ability to provide examples of case studies, decks, or campaigns personally created.
Ability to provide results metrics, such as meetings sourced, deals supported by materials, or conversion changes.
Clear, simple writing skills.
Ability to design decks and one-pagers using tools such as Canva, Figma, or Google Slides.
Ability to run email and LinkedIn campaigns targeting named accounts.
Ability to obtain and report numbers from CRM and analytics tools.
Must live in Chicago or be able to move there.
Must attend buildings, tours, and events in person.
Must be hands-on and create the marketing assets personally.

Nice To Haves

Experience in real estate, multifamily, hospitality, or B2B services is a strong plus.

Responsibilities

Collect reviews, photos, guest stories, and financial results from each building in collaboration with Operations.
Turn collected evidence into case studies and one-page building summaries that meet the proof checklist: recent, specific, quantified, and representative of a buyer's building.
Create and maintain sales decks, one-pagers, and case studies tailored to property management companies, regional managers, asset managers, and owners.
Support active deals with current sales materials so the Head of Business Development does not have to wait for needed assets.
Run email, LinkedIn content, and targeted advertising to named people at target accounts selected by the Head of Business Development.
Plan building tours, small owner dinners, and Pentice's presence at Chicago real estate events.
Grow direct and repeat bookings through email, the website, and review requests, and turn guest reviews into sales proof.
Maintain consistent branding across the website, decks, and in-unit materials.
Report weekly KPIs, including proof assets shipped, marketing-sourced meetings, target accounts touched, and new reviews.
Join the weekly pipeline review and communicate shipped work, sourced meetings, and the Head of Business Development's next needs.
Set the marketing budget for design tools, photo and video, targeted ads, and events with the CEO.