Logo
  • About
  • Services
  • What
  • Who
  • How
  • Team
Contact Us
Logo

Contact Us

About

Privacy & Terms

Services

© 2026 Ollin EDU™ All content and materials, in whole or in part, may not be reproduced, distributed, or used in any manner without the express written permission of Ollin EDU™, Ollin Strategies LLC.

LinkedInLinkedIn
About Us
About Us
/1:1 Strategic Advisory Sessions
1:1 Strategic Advisory Sessions
1:1 Strategic Advisory Sessions

1:1 Strategic Advisory Sessions

Most leaders don’t need more noise. They need structured, calm space to think clearly, without posturing, performance, or a sales agenda.

image

Instead of committing to tens or hundreds of thousands of dollars in traditional consulting or long-term retainers, this is a contained investment designed to help you move forward with clarity and confidence.

No ongoing commitment. | No exploratory sales hype.

No performance theater. | No retainer.

Just clear, grounded, confidential decision support.

Strategic Advisory is a private, structured one-on-one session for leaders navigating consequential decisions.

Whether this is approved organizational spend or a personal investment in the value is simple:

Just focused, senior-level support when the stakes are real, and the noise is high.

Drawing on more than two decades of building and scaling complex education and cross-sector initiatives, these sessions help you:

  • Slow down complex decisions before they accelerate
  • Pressure-test assumptions in a confidential space
  • Surface unseen risks or second-order effects
  • Organize scattered thinking into a steady direction
  • Align strategy with governance, implementation, and reality
  • Gain a discreet, third-eye perspective on large consulting engagements or partnership structures
  • Assess significant vendor or investment decisions without sales pressure or internal politics

Availability is intentionally limited each month.

Having operated both as the organizational leader accountable for budgets, procurement, legal risk, and team capacity and as the external partner navigating growth and performance expectations, I understand the competing pressures that shape major decisions. Balancing financial constraints with innovation. Weighing partnership upside against operational drag. Protecting teams from burnout while still driving progress. Esteban Olivares - Principal Consultant

60 min | $325

Strategic Advisory - 60 min

90 min Deep Dive | $475

Strategic Advisory - 90 min

‣

What this Time is For

This session is a confidential space to think clearly and candidly about the decision in front of you.

  • You do not need a polished narrative.
  • You do not need full certainty.
  • You do not need expertise in emerging or high-stakes areas.
  • You bring the real question. We work it directly.

Common focus areas include:

  • Clarifying strategic direction before committing resources
  • Navigating governance, stakeholder, or political dynamics
  • Exploring emerging shifts, including AI, institutional risk, or structural change
  • Assessing readiness for new initiatives or partnerships
  • Preparing for consequential conversations with boards, funders, or senior leadership

The objective is clarity and forward movement grounded in real-world execution and institutional realities.

‣

SCOPE

1:1 Strategic Advisory is designed for individuals accountable for advancing initiatives and making decisions.

It is not exploratory networking, office hours, or a substitute for broader institutional service engagements.

Available virtually or in person in New York City (Manhattan).

When Advisory Sessions Are Most Useful

  • Assess readiness for a new initiative or partnership
  • Clarify institutional constraints, risks, and tradeoffs
  • Sense-check strategy before committing resources
  • Navigate cross-unit alignment, governance, or political dynamics
  • Prepare for conversations with boards, funders, or senior leadership

What to Expect

  • 60-minute structured session
  • 90-minute structured session. Allows deeper exploration and structured next-step framing.
  • Pre-session context questions to focus the conversation
  • Direct, experience-informed perspective grounded in higher education realities
  • No templates, slide decks, or deliverables
  • No assumed follow-up work unless mutually agreed

If deeper engagement is appropriate, next steps are discussed separately.

For institutional partnerships or retained consulting through OLLIN EDU, please submit an inquiry here:

Contact Us Contact Us

Access & Stewardship

Ollin EDU sets aside a limited number of complimentary or reduced-rate Advisory Sessions each year for leaders working in resource-constrained institutional contexts.

These requested sessions are offered on a case-by-case basis, based on availability, institutional context, and alignment with the mission of strengthening access and long-term impact in higher education.

Priority is given to leaders working at:

  • Public institutions serving high-need populations
  • Minority-serving institutions
  • Resource-constrained community-based (CBO) or mission-driven organizations

Institutions with significant discretionary resources or large consulting budgets are generally not eligible.

Access requests are handled quietly and with discretion.

Membership required:

Membership ApplicationMembership Application

Peer Convening's for Leaders of Color

In addition to Advisory Sessions, Ollin EDU hosts a small number of invitation-based and peer-nominated convening’s each year for leaders of color working across higher education and aligned sectors.

Ollin EDU hosts a small number of invitation-based, peer-nominated convening’s each year for leaders of color working across higher education and aligned sectors. These conversations are facilitated, and focused on peer connection, shared reflection, and cross-sector learning. Participation is free.

Convening's are facilitated in a confidential, trust-based setting. Community members may indicate interest during sign-up.

Membership required:

Membership ApplicationMembership Application

Other Ways to Engaged

RFP Submission & Engagement RequestRFP Submission & Engagement Request
image