We strongly encourage people of color, lesbian, gay, bisexual, transgender, queer and non-binary people, veterans, parents, and individuals with disabilities to apply. As an equal opportunity employer Walker Sands is committed to diversity, equity, and inclusion and welcomes everyone to our team.
In your application, please feel free to note which pronouns you use (For example – she/her/hers, he/him/his, they/them/theirs, etc).
If you need reasonable accommodation at any point in the application or interview process, please let us know.
Walker Sands is seeking a strategic, relationship-driven Vice President of Sales to accelerate our growth with enterprise B2B organizations within our target ICP. This senior leader will own our largest and most complex new business opportunities, guiding inbound enterprise prospects through the sales funnel while also leading a proactive outbound motion targeted at executive buyers in high-value accounts. In close partnership with our marketing team — particularly on account-based marketing (ABM) initiatives — this role will help shape and execute coordinated outbound strategies that build awareness, spark interest and create momentum with priority enterprise accounts.
This role is ideal for a senior seller with deep agency, marketing or professional services experience who understands how to sell integrated, cross-disciplinary marketing programs in complex environments. Success in this role requires the ability to collaborate seamlessly across marketing, client services, strategy and operations, bringing diverse internal teams together to deliver compelling, outcome-focused solutions for enterprise buyers.
Reporting to the SVP, Head of Growth, this role sits at the center of our agency’s GTM engine. You will manage other sellers (1-3 over time), partner closely with internal leaders across the organization, and serve as the executive point of contact for high-impact pursuits.
Key responsibilities
Enterprise Sales Leadership
- Own revenue targets for enterprise new business, with a focus on playing a consultative sales role on high-value, multi-service, complex deals.
- Lead the full enterprise sales cycle from initial qualification through proposal and pitch organization + facilitation, scoping, negotiation and close.
- Develop deal strategies tailored to executive, multi-stakeholder buying committees within large B2B organizations.
- Contribute to improved win rates, grow average deal size and help scale the agency’s enterprise pipeline year over year.
Inbound Enterprise Deal Management
- Serve as the senior seller for qualified inbound enterprise leads.
- Run advanced discovery to understand prospect challenges, strategic priorities and growth goals.
- Partner with senior service delivery leaders to build thoughtful, outcomes-focused proposals.
- Ensure a seamless, exceptional prospect experience through every stage of the sales journey.
Outbound Strategy & Team Management
- Collaborate with Growth team Leadership on building an outbound function and identifying necessary resources.
- Oversee the outbound motion targeting B2B companies in our ideal customer profile.
- Collaborate with marketing to launch and optimize outbound campaigns, messaging and account engagement to ensure a consistent flow of high-quality enterprise opportunities.
- Track outbound contribution and continuously refine approach to maximize ROI.
Sales Process, Forecasting & Enablement
- Strengthen enterprise sales methodology, ensuring consistent execution across discovery, pitch and close phases.
- Facilitate weekly pipeline reviews; maintain accurate forecasting and Salesforce hygiene.
- Identify gaps in sales enablement materials and collaborate with marketing to develop new case studies, capability decks, vertical insights and thought leadership.
- Provide coaching and guidance to services team sellers on best practices for enterprise deal strategy and value-based selling.
Cross-Functional Collaboration
- Work closely with Marketing to refine enterprise ICPs, share insights on market trends and influence ABM-focused demand generation initiatives.
- Partner with senior service delivery leaders (VPs and directors) on proposal development, pitch team coordination, and smooth handoff from prospect to client.
- Help shape positioning, messaging, and go-to-market approaches for new or evolving service offerings.
Market & Executive Presence
- Represent Walker Sands as a senior ambassador in the enterprise market.
- Support content initiatives and events that elevate the agency’s credibility with C-level B2B buyers.
- Build long-term relationships with PE firms, portfolio companies and senior leaders across industries.
Required qualifications
- 10–15+ years of progressive B2B sales experience, ideally in marketing, consulting, or other professional services.
- Proven success closing complex integrated marketing deals with multi-stakeholder committees.
- 5+ years managing sales talent (BDRs, AEs, or Directors).
- Exceptional strategic thinking and executive communication skills, both written and verbal.
- Strong understanding of B2B buyer behavior, go-to-market motions and demand-generation practices.
- Ability to translate business needs into compelling, tailored proposals.
- History of strong performance in a fast-paced, goal-driven environment.
Preferred Qualifications
- Deep experience in B2B technology or other industries aligned with Walker Sands’ portfolio.
- Familiarity with Salesforce CRM, LinkedIn Sales navigator, as well as sales enablement softwares.
- Familiarity with outcomes-based marketing methodologies and integrated campaign models.
- Experience working closely with marketing teams to shape positioning and go-to-market strategies.
- Strong network within PE ecosystems or enterprise B2B communities.
- You’re an enterprise seller, not a transactional one. You thrive in complex, multi-stakeholder sales environments and know how to navigate executive buying committees with confidence and credibility.
- You sell outcomes, not services. You understand how to translate integrated marketing capabilities into business impact — and you know how to articulate value in a way that resonates with C-suite buyers.
- You’re deeply consultative. You lead with discovery, insight, and strategic curiosity, asking the right questions before proposing solutions.
- You’re collaborative by default. You bring leaders of different disciplines together to build compelling, cohesive pitches and seamless prospect experiences.
- You’re accountable to the number. You own revenue targets, forecast accurately, and operate with discipline and transparency across the pipeline.
- You know how to build as you sell. You’re comfortable scaling an outbound function, coaching sellers, and helping define processes that improve win rates and deal quality over time.
- You’re comfortable leading from the front. You take point on the agency’s most important pursuits and represent Walker Sands with confidence in high-stakes conversations.
- You believe in team over ego. You lead with respect, humility, and shared success, creating trust across internal teams and with prospects alike.
Compensation & Benefits:
- We strive for salary range transparency in our hiring process. This is a major step towards not only complying with regulations where required, but also to make sure pay equity and DEI are top of mind during the hiring process. Base salary is only a part of the total rewards package - this role will also be eligible for a bonus based on company performance, commission bonuses for individual and team sales, as well as benefits. Below is the starting salary for this role:
- Starting Salary: $90,000-$100,000 a year
- Placement on the salary scale will be determined by various factors, such as, but not limited to, relevant qualifications, certifications, experience, skills, seniority, geographic location, performance, education, business or organizational requirements and internal equity.
- Starting salaries are not inclusive of a full range of compensation for this role and are instead meant to reflect the expected beginning salary for a new hire. Merit-based increases can be earned after time in role.
- Total Rewards Package:
- 🩺 Health Coverage: Comprehensive medical, dental, and vision plans, plus mental health resources, pet insurance, fertility benefits, and more.
- 💰 Retirement Savings: Employer-matched 401(k) and access to financial planning services.
- 🌴 Flexible PTO: Take time as needed for vacations, mental health, or personal days. Includes 8 paid holidays, half-day summer Fridays, and a week off between Christmas and New Year.
- 🏡 Hybrid Work: Mix of in-office and remote work, with tools to stay connected across teams.
- 🎉 Milestone Sabbatical: Celebrate five years with a two-week sabbatical and a $2,000 gift.
- 👶 Family Support: Generous paid leave for new parents and caregivers, plus policies for pregnancy loss, adoption challenges, and more.
- 📚 Growth Opportunities: Clear career paths, mentorship programs, and learning events to help you grow professionally.
- 🌟 Culture: Our agency values our supportive, collaborative culture where we work hard to achieve the best outcomes for clients. Read more on our website here!
#LIHybrid
Top Skills
Walker Sands Chicago, Illinois, USA Office
55 W Monroe St, Chicago, IL, United States, 60603
Similar Jobs
What you need to know about the Chicago Tech Scene
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory


