Director of Customer Success

About Buildout

Buildout is the AI deal engine for CRE brokerages, automating every step from first contact to commission. While brokers focus on relationships and winning listings, Buildout handles the workflows behind the scenes, turning manual processes into intelligent, scalable systems. Trusted by over 50,000 brokers, Buildout powers more profitable deals from lead to close. Learn more at www.buildout.com.

The Opportunity

We are seeking an entrepreneurial Director of Customer Success to lead and architect our Customer Success organization. This is a critical leadership role that requires a blend of strategic platform expertise, operational rigor, content creation prowess, and cross-functional leadership. You will be responsible for defining the customer journey, leveraging technology to drive proactive engagement, and ultimately, meaningfully improving customer adoption and retention for our flagship products.

How You’ll Contribute at Buildout

Designing & Optimizing Operations

• Leveraging our CS platform, Planhat, design and build automated triggers and playbooks based on activity (e.g. usage data, NPS scores, customer sentiment) to identify early warning signs, drive adoption, improve retention, and surface opportunities for cross-sell

• Manage CS Operations Specialist to ensure technical build-out, data integrity, reporting, and maintenance within the CS platform are executed flawlessly

• Collaborate with cross-functional leaders (Account Management, Billing, Implementation, Support) to solidify "swim lanes" and rules of engagement to ensure a unified customer communication experience with seamless hand-offs that feel like magic to the customer

Proactive Engagement & Product Enablement

• Lead the strategy and support the creation of proactive, educational content (e.g., webinars, training videos, LMS courses)

• Manage Customer Success Manager(s), whose responsibilities focus on getting on the phone with customers to train, answer questions, and enable them to integrate the product seamlessly into their day-to-day

Team Performance & Reporting

• Own critical company retention KPIs and drive lead generation for our sales and account management organizations

• Define, track, and report on key metrics and outcomes, producing senior leadership visibility into the success of our efforts

• Develop the KPIs and quarterly goals for your team, aligning initiatives with company goals, prioritizing and clearly articulating what will be deferred or deprioritized, and ensure resources are always aimed at the highest value work

• Recruit, coach, and performance manage a growing Customer Success team, including a Customer Success Operations Specialist and customer-facing Customer Success Manager(s), ensuring the team is highly skilled and effective

Competencies

• Operationally and process minded - you are keen on having established processes and steps in place in order to achieve a desired end goal

• Technically savvy - you love leveraging, designing, and building technology and systems to get work done effectively and efficiently, and you fearlessly seek ways to use AI

• Data driven - you eat data for breakfast. You use metrics, facts, and quantitative analysis rather than intuition or anecdote to inform strategies, make decisions, and measure progress toward established goals

• Customer focus - you understand customer needs and are devoted to creating positive, helpful experiences

• Directs work - you provide direction and delegation and remove obstacles so your team can get work done

• Communicates effectively - you’re great on the phone and with the written word, meet the customer where they are, and are unafraid to insert some delight and levity into the day-to-day

• Innovative - you love tinkering and experimenting in a fast-changing environment, learning lessons and relying on data and results to inform quick iterating

• Drives results - you focus and prioritize the work that will impact business outcomes, and are allergic to not hitting your goals

What You’ll Bring to Buildout

• 3+ years of experience in post-sale, customer-facing roles

• 2+ years of experience managing CSMs or similar post-sale customer-facing roles

• Experience designing and building triggers and playbooks in a customer success platform such as Planhat, Gainsight, ChurnZero

• Proven ability to drive results, with a track record of hitting retention and cross-sell referral targets

We know there are great candidates who won’t check all of these boxes, and we also know you might bring important skills that we haven’t considered. If that’s you, don’t hesitate to apply and tell us about yourself.

Location: We are HQ’d in Chicago, but operate remotely. As such, this is a remote role open across most of the US.

Compensation: The targeted compensation range for this position is $110,000 - $125,000 base salary and participation in our company bonus pool.

Reporting To: Elisabeth Blaha, VP of Customer Experience

Perks & Benefits 

This program includes:

• Impactful insurance and benefit options, including 2 medical plans to choose from, 100% coverage of employee dental and vision insurance premiums, HSA seed, company-paid STD, LTD, life insurance, and telemedicine, and a wellness benefit of $400/year.

• Policies that support a healthy work/life harmony, including Flexible PTO, 14 paid company holidays, paid parental leave, and give back days

• 401(k) with 4% company match and immediate vesting

• A fully remote work culture with a monthly remote work reimbursement ($600/year) to support our distributed team and an annual, in-person company kickoff

• Challenging problems to solve with a committed and supportive team who are invested in your growth and development

• A wonderfully quirky culture where you’re encouraged to bring your whole self to work

Buildout is proud to be an Equal Opportunity Employer. We do not discriminate based upon race, religion, color, national origin, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, genetic information, marital status, order of protection status, citizenship status, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. 

If you need a reasonable accommodation for any part of the employment process, please contact us by email at accommodations@buildout.com and let us know the nature of your request and your contact information and we will consider your request. 

Below, you will be asked to complete identity information for the Equal Employment Opportunity Commission (EEOC). It is required by law that we ask these questions using the format provided by the EEOC. However, we want you to know that at Buildout, we understand that gender is not binary and welcome people of all identities.

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