Principal Web Solutions Strategist

About OHO

OHO is a digital agency full of smart, curious learners who love solving complex problems for higher education organizations. We partner with colleges and universities to navigate digital complexity so their marketing drives measurable impact for their brand and enrollment goals.

We bring deep expertise and a consultative mindset to everything we do—asking the right questions, challenging assumptions when needed, and always centering around our clients’ goals. In this sales role, you’ll be a subject matter expert in higher‑ed web solutions, helping prospective clients understand where they’re stuck and advising them on the right path forward, not just pitching a product.

We’re building toward a future where OHO is higher education’s most trusted advisory and implementation partner, and this role sits on the front lines of that journey—translating institutional challenges into smart, actionable web strategies.

About the Position

The Principal Web Solutions Strategist sits on OHO’s Web Solutions Strategy team and plays a critical role at the intersection of business development, strategy, and delivery, in close partnership with the Director of Strategy. This role leads the strategic definition of web solutions deals, from early conversations with prospective clients through high‑level involvement during delivery—ensuring that what OHO sells is thoughtful, viable, and aligned with how we deliver value.

In the pre-sales process, the Principal Web Solutions Strategist crafts the vision, tells the story, and defines the solution. You will own the majority of strategic airtime in client conversations: leading pitches and proposal strategy, presenting audits and strategic recommendations, and clearly explaining OHO’s approach and the “how” behind our work. Through deep expertise in higher education websites and digital ecosystems, you’ll build trust quickly and confidently answer complex technical and strategic questions, partnering with Directors as needed.

After a project is won, you’ll stay lightly engaged at key moments to ensure the project direction stays aligned with the vision established during the sales process. You’ll support a strong transition into delivery, participate in select milestones where your context is most valuable, and be available to help flag major strategic misalignments or “gotchas” so the team can address them early. This role provides continuity and confidence for the client at pivotal points while empowering the delivery team to lead day‑to‑day strategy and execution.

Beyond individual projects, you will help shape the evolution of OHO’s web solutions practice. You’ll inform our product vision and roadmap and drive continuous improvement based on market insight, client feedback, and delivery learnings. You’ll also contribute to OHO’s thought leadership so we’re seen as a trusted strategic partner for higher education institutions.

Requirements

• 10+ years of experience in digital strategy, web strategy, consulting, or agency environments—preferred experience working with higher education clients.
• Deep expertise in content‑intensive website strategy, including UX, content strategy, CMS platforms, accessibility, governance, SEO, and project delivery approaches.
• Executive‑level presence and strategic storytelling ability, with demonstrated comfort leading high‑stakes pitches, setting vision, building trust with senior stakeholders, and confidently owning the room.
• Experience shaping, evolving, or stewarding service offerings or productized solutions.
• Ability to balance pre‑sale strategy leadership with high‑level delivery involvement without becoming execution‑focused.
• Comfortable navigating ambiguity and collaborating across sales, strategy, and delivery teams.
• Strong judgment and decision‑making skills, particularly around scope, approach, and strategic tradeoffs.
• An intuitive problem-solver who can rapidly synthesize complex information, identify core problems, and pivot to strategic solutions with speed and precision.
• Natural ability to rally teams, build momentum around a vision, and push deals or initiatives across the finish line.
• Depth of technological understanding across diverse digital ecosystems, ensuring the ability to confidently advise on complex technical solutions and integrations.
  

What Success Looks Like in 12–18 Months

Within 12–18 months, a successful Principal Web Solutions Strategist:

• Shape web opportunities so that by the time they’re late‑stage, everyone is clear on the problem we’re solving, how success will be measured, and the recommended approach.
• Sell work that delivery teams describe as “right‑sized and well framed,” with minimal need for major re‑scoping once projects kick off.
• Lead sales conversations that prospective clients and senior stakeholders regularly describe as advisory, clarifying, and confidence‑building (for example, through direct feedback, NPS, or post‑pitch debriefs).
• Give the sales team a simple, usable “web deal playbook” that shows up in more consistent discovery, proposals, and pitch narratives.
• Help evolve our web solutions offering by spotting patterns across deals and delivery and turning them into sharper packages, positioning, and case studies.
• Become the person BDRs, BDMs, and Web Solutions Directors naturally pull into complex or ambiguous opportunities when they need help framing the problem and path forward.
• Contribute to visible thought leadership in higher‑ed web strategy (talks, webinars, articles, etc.) that we can point to as influencing new or stronger client relationships.
  

OHO Benefits

OHO offers a comprehensive medical, dental, and vision insurance package, along with company-paid life insurance and short/long-term disability coverage. Benefits also include a 401(k) match up to 4% of pay, paid vacation and sick time, ten holidays including a Flex Day, Summer Fridays, and more! 

Each year, the team comes together in person for our Annual Summit at a beautiful destination, and throughout the year, leadership shares regular company updates and fosters an open-door culture. We also sprinkle in a healthy dose of fun with team events, friendly competitions, and other surprises that keep things fresh and connected.

Additional Information

Candidates should be comfortable traveling nationally 2-4 times a year for company and/or client meetings.

Candidates must be legally authorized to work in the United States in order to be considered. OHO is an E-Verify employer, ensuring compliance with federal employment eligibility requirements.

OHO is an Equal Opportunity Employer committed to a diverse workforce, and does not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, veteran status, disability, or any other legally protected characteristic.