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Rippling
Manager, Sales Development
Chicago, Illinois, United States · Hybrid
$155k–$170k/yr
Mid level
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Full-time
bachelor degree
Posted 104d ago
~40 hrs/week
Responsibilities
Manage complex enterprise sales cycles and build high-trust relationships with C-suite stakeholders to meet revenue targets. Orchestrate internal resources and utilize the MEDPICCR framework to qualify opportunities and execute strategic account plans.
Requirements
Requires 7+ years of verifiable success in direct enterprise sales with experience in the TSD or Broker/Tech Advisor ecosystem. A bachelor's degree and deep practical experience with structured sales methodologies like MEDPICCR are expected.
Full job description
Position Summary
As an Enterprise Client Director, your success is fundamentally tied to your ability to own and manage complex sales cycles, build high-trust client relationships, and ensure we pursue deals and accounts that are qualified and aligned with our ability to deliver client value.
This requires you to act as a trusted advisor, cultivating deep, enduring connections with C-suite and senior executive stakeholders based on expertise and proactive service. You will be responsible for a strategic, long-term approach to negotiation, pipeline management, and rigorous opportunity qualification using frameworks like MEDPICCR.
Key Responsibilities & Deliverables
Achieved Revenue Targets: Consistently meet or exceed assigned quarterly and annual enterprise revenue quotas by navigating decision criteria, processes, and contractual paths. Revenue-driving categories include Brokerage, Resale, and Services.
Consistently Qualified Pipeline Growth: Generate, nurture, and expand a high-quality pipeline of enterprise opportunities, leveraging MEDPICCR criteria to ensure alignment with our strategic objectives and delivery capabilities.
Seamless Deal Focus & Execution: Orchestrate internal resources (e.g., Solutions Engineering, Services, Analysts) effectively, ensuring their efficient utilization, all driven by clear MEDPICCR insights to accelerate deal closure.
Strong Client Relationships & Internal Champions: Cultivate robust, trust-based relationships with key decision-makers, consistently identifying and empowering client champions (Economic Buyer & Champion) to drive our initiatives forward.
Insightful Needs Analysis & Solution Alignment: Consistently produce documented, deep insights into client challenges, strategic objectives, and desired outcomes (Metrics & Identified Pain), ensuring our solutions are precisely tailored and positioned to deliver measurable impact.
Compelling Value Propositions & Business Cases: Craft and present powerful value propositions that explicitly link our solutions to the client's critical metrics and pain points, demonstrating clear ROI.
Comprehensive Strategic Account Plans: Create and execute robust, long-term strategic account plans that identify and capitalize on opportunities for deeper partnership and expansion within key enterprise accounts.
Accurate Sales Forecasts and HubSpot CRM Hygiene: Deliver accurate sales forecasts and drive efficient deal progression through the systematic and timely completion of MEDPICCR elements for your pipelines.
Strong Vendor Relationships and Enablement: Live the "Client First, Vendor Second, CXP 3rd" core value by putting vendors in a position to succeed while also holding them accountable. Drive bi-directional leads and intel to support organic growth efforts.
Ideal Experience and Qualifications
7+ years of verifiable success in a direct enterprise sales role, with a consistent track record of exceeding revenue targets.
Demonstrable expertise in managing complex, large-scale deals with protracted sales cycles from inception to close.
Has carried a bag as a direct seller for a vendor in our ecosystem, selling products we advise on and broker.
In the capacity as a direct seller, sold and collaborated directly with partners.
Has worked for a TSD (existing channel and direct sales relationships) or a Broker/Tech Advisor.
Focused on building deal qualification, pursuit, and focus in/out of rising into a CRO role.
Preference for: CCaaS / CX Expertise, IT Infrastructure Experience, and Pro Services selling experience.
Proven ability to act as a trusted advisor and consultant to C-suite and senior executive stakeholders.
Deep practical experience of structured sales methodologies, with a particular emphasis on rigorous qualification frameworks; direct, hands-on experience with the MEDPICCR framework or similar.
Solid understanding of the Brokerage and Technology Advisory (TA) ecosystem, spanning relevant domains of CX SaaS, IT Infrastructure and Cloud Solutions, Cybersecurity, with cursory knowledge of Financial Services, Healthcare and/or Retail businesses.
Exceptional communication, presentation, negotiation, and interpersonal skills.
Bachelor's degree in Business, a related technical field, or equivalent practical experience.
The smartest way to make technology decisions you can trust.
Industry
IT Services and IT Consulting
Company size
11-50 employees
Founded
2021
Headquarters
Chicago, IL
LinkedIn followers
2,102
CXponent is an advisory firm with expertise in all things “as a Service” for Mid-market companies. Our team has advised Customer Support and IT Organizations on $1B+ of spend and implemented over $100M of new SaaS, Infrastructure, and Managed Services. Each of our lead advisors has 15+ years of advisory, transaction, IT Transformation, and operating experience.
Service Offerings
Research Request: Take advantage of CXponent’s experience and industry knowledge to save yourself and your team time spent researching, sorting and analyzing through similar marketing collateral and contradicting industry research.
Business Case Budgeting and Planning: CXponent will prepare a project budget estimate that takes into account the total cost of ownership as well as outline the expected business benefits for upcoming technology investment.
Cost Reduction Assessment/Tech Stack Audit: Our team will audit and review the current spend of your tech stack, usually with some focus on a category or function. We will then identify opportunities for optimization and savings.
Brokerage Desk: Take advantage of CXponent’s experience and industry knowledge to save yourself and your team time and money when trying to close a deal.
Strategic Sourcing (RFP support): With our strategic sourcing services package, you get end-to-end support or you can customize a package that focuses on specific areas of the buying journey.
Project Readiness: CXponent, we will do an implementation readiness assessment that will identify risks and blind spots to help you create a plan to deploy successfully.
Program Management: With our program management plan, we will partner with you to oversee the management of the deployment plan.
Project Mobilization: Leverage CXponent’s experience, market knowledge, and relationships to identify potential risks and opportunities regarding stakeholder expectations, organizational alignment, and timeline to meet executives.
Offices: 2 N Riverside, Suite 1310, Chicago, IL 60606, US
How many Sales jobs are open in Chicago, IL right now?
There are currently 3,110 open sales positions in Chicago, IL listed on Clera. New openings are added daily as companies post roles.
Which companies are hiring for Sales roles in Chicago, IL?
Companies currently hiring include AutoZone, Bank of America, JPMorganChase, BMO, Salesforce, among others. Browse the listings above to see every active employer.
Are there remote or hybrid Sales jobs in Chicago, IL?
Yes — 1278 of the 3110 open sales positions offer remote or hybrid work (515 remote, 763 hybrid).
How do I apply for Sales jobs in Chicago, IL?
Each listing links directly to the employer's application page. Apply early — fresh listings get the most recruiter attention in the first two weeks.