High Level Executive Assistant

Brandon Blankenship Real Estate x Living Chicago Suburbs

High Level Executive Assistant

Wheaton, IL
Paid
  • Responsibilities

    Are you highly organized, detail-oriented, and driven by service? Do you thrive in a fast-paced environment where your impact is felt daily, and love the satisfaction of checking things off your list? If you’re the kind of person who brings heart, hustle, and a solutions-first mindset to everything you do, keep reading. We’re searching for a dynamic High Level Executive Assistant to support top-producing real estate professional Brandon Blankenship. This isn’t your average assistant role—it's an opportunity to become the operational backbone of a unique and fast-growing business that blends real estate and media into one powerful brand. Brandon is on a mission to build something different: “A Media Company that Sells Real Estate.” That means combining high-level service with engaging content, community connection, and innovation. As Brandon’s right-hand, you’ll play a key role in streamlining operations, managing systems, supporting client relationships, and freeing him up to do what he does best—sell, create, and scale. This role has real growth potential, with a clear path to evolve into a Director of Operations or even a COO. If you’re excited by the idea of supporting a visionary leader, growing with a company that’s disrupting the local market, and being a key part of something big, we should talk! Compensation: • Salary Range: $50,000 – $60,000 (based on experience) • Paid Time Off (PTO) • Potential Stipend Benefits Available • Performance-Based Bonuses (eligible after 60 days) • Room for Growth & Leadership Development Work Location: • In-office 5 days/week (Downtown Wheaton); potential for 1 WFH day after 60 days based on performance. Responsibilities: Administrative & Executive Support • Manage Brandon’s calendar, schedule showings, meetings, and consultations. • Maintain Brandon’s email inboxes (business and personal), acting as a gatekeeper and protecting his time. • Plan and organize weekly team meetings; track action items and delegate as needed. • Support Brandon’s speaking engagements and act as a liaison with external stakeholders. • Handle confidential information with the utmost professionalism and discretion. • Prepare materials for listing and buyer consultations. • Ensure seamless client experiences through phone, email, and in-person interaction. Operations & Systems Management • Build, document, and refine SOPs, workflows, and checklists to improve team efficiency. • Create and implement systems for lead generation, acquisition, and follow-up. • Oversee CRM/database management: inputting contacts, collecting client info, and developing personalized follow-up plans and drip campaigns. • Collaborate with Brandon on client care initiatives, including coordinating events and outreach. • Support the transaction process with a solid understanding of key milestones and timelines. • Continuously research and implement new tools to improve processes and workflows. Media, Marketing & Content Support • Assist in listing preparation and create repeatable systems for listing launches. • Manage listing and content syndication across social platforms. • Support the growth of the Living Chicago Suburbs brand on Instagram and Facebook. • Help create and manage newsletters, event promotions, and giveaway campaigns. • Collaborate with the marketing team to align content with branding and business goals. • Organize marketing campaigns that elevate brand presence and deepen community engagement. Client & Relationship Care • Run and maintain a consistent client touch plan to nurture relationships long-term. • Coordinate requests for client reviews and testimonials. • Order and manage closing gifts, event logistics, and seminar details. • Help plan and execute client appreciation events, giveaways, and community experiences. • Support Brandon in developing and deepening referral partner relationships. • Serve as the relationship anchor from first contact through post-closing follow-up and beyond. Qualifications: Experience & Skills: • 2+ years in administrative, executive support, or office management roles. • Familiarity with the real estate industry is helpful, but not required. • Strong written and verbal communication skills across email, text, and phone. • Proficient in Google Workspace (Gmail, Drive, Calendar, Forms, Slides, Chat, Sheets). • Experience with CRM platforms such as Follow Up Boss is a plus. • Comfortable with digital tools like Docusign, Calendly, Flodesk, and Canva (preferred, not required). • Social media familiarity across Facebook, Instagram, LinkedIn, and platforms like ManyChat is a plus. • Open to using AI tools like ChatGPT to streamline tasks and increase efficiency. • Bachelor’s degree preferred, but not required. Mindset & Traits: • Exceptionally organized, deadline-driven, and detail-focused. • Self-starter who takes initiative and solves problems independently. • Creative thinker with a learner’s mindset, you’re curious and resourceful. • Service-oriented at heart, you care deeply about others, and it shows in your work. • Professional, reliable, and committed to excellence in every task. • Positive, can-do, will-do attitude—you’re someone who gets it done, no matter what. Compensation: $50,000 – $60,000

    • Administrative & Executive Support • Manage Brandon’s calendar, schedule showings, meetings, and consultations. • Maintain Brandon’s email inboxes (business and personal), acting as a gatekeeper and protecting his time. • Plan and organize weekly team meetings; track action items and delegate as needed. • Support Brandon’s speaking engagements and act as a liaison with external stakeholders. • Handle confidential information with the utmost professionalism and discretion. • Prepare materials for listing and buyer consultations. • Ensure seamless client experiences through phone, email, and in-person interaction.Operations & Systems Management • Build, document, and refine SOPs, workflows, and checklists to improve team efficiency. • Create and implement systems for lead generation, acquisition, and follow-up. • Oversee CRM/database management: inputting contacts, collecting client info, and developing personalized follow-up plans and drip campaigns. • Collaborate with Brandon on client care initiatives, including coordinating events and outreach. • Support the transaction process with a solid understanding of key milestones and timelines. • Continuously research and implement new tools to improve processes and workflows.Media, Marketing & Content Support • Assist in listing preparation and create repeatable systems for listing launches. • Manage listing and content syndication across social platforms. • Support the growth of the Living Chicago Suburbs brand on Instagram and Facebook. • Help create and manage newsletters, event promotions, and giveaway campaigns. • Collaborate with the marketing team to align content with branding and business goals. • Organize marketing campaigns that elevate brand presence and deepen community engagement.Client & Relationship Care • Run and maintain a consistent client touch plan to nurture relationships long-term. • Coordinate requests for client reviews and testimonials. • Order and manage closing gifts, event logistics, and seminar details. • Help plan and execute client appreciation events, giveaways, and community experiences. • Support Brandon in developing and deepening referral partner relationships. • Serve as the relationship anchor from first contact through post-closing follow-up and beyond.

  • Compensation
    $50,000-$60,000 per year