Manu Rehani, CEO, Issa AI, 2022
- David Sherwood, CEO, BibliU.com, 2020.
- Preeti Sinha, Former Executive Secretary, UN Capital Development Fund, 2024.
Searcy Morgan, Chairperson, Matterlab Group, 2023.
- Danielle Duarte, President, Hatching Results, 2025.
Who:
C-Suite leaders, board chairs, entrepreneurs and mission-driven founders navigating complexity, growth, or change. Also high-performing executive assistants who would like to progress into leadership.
What:
A 120-Minute focused, strategic Executive Advisory session to align on what matters most—clarity, performance, and leadership presence.
Walk away with actionable insights and a clearer view of the road ahead.
How:
In this session, we’ll:
• Clarify your top current challenge or opportunity
• Map the decision landscape—team, board, or stakeholder dynamics
• Identify 1–2 leverage points for sustainable leadership, progress and/or org performance.
This is not a consultation (50 minute introductory consultations are free - see bookings below).
This is a strategic reset rooted in our Restorative Performance Management (RPM)™ framework. Come ready to work...
Where:
Remote or in-person (Austin-based)
When:
120 minutes — booked as a standalone session or as a first step toward a deeper engagement.
Investment: $495
Who:
You're a leader at a crossroads.
What:
8 weeks, new you. Gain clarity, direction, and momentum as you navigate what’s next. We assess your life holistically and design a career lifestyle that is sustainable and fulfilling.
How:
Whether you're stepping into a new role, considering a pivot, or exploring entrepreneurship, this bootcamp offers career advisory and guided business ideation to uncover aligned paths forward. You'll walk away with renewed confidence, clear options, and a 90-day roadmap to take decisive action.
Where:
In person or remote/zoom
When:
Eight weeks one-to-one
Investment: $3900
Who:
CEOs, founders, execs, EDs, and investors leading fast-growing, high-stakes teams on a mission.
What:
Results in 12 Months
24% boost in retention → Stronger culture, lower turnover, better ROI.
Higher eNPS & team sentiment → “Our eNPS has improved tremendously.” — Tao Mantaras, BibliU
How:
We help mission-driven leaders lead with clarity, resilience, and purpose through our proprietary Restorative Performance Management (RPM)™ process—combining strategic advisory with deep leadership development.
We focus on:
1. Inner Work: resilience, integrity, reliability
2. Outer Work: influence, visibility, positioning
3. Day-to-Day Work: OKRs, org design, team sustainability
Grounded in restorative practices, transactional analysis and the latest management research, RPM drives retention, clarity, and sustainable performance. More than performance—this is about building organizations where people stay, grow, and lead.
Where:
In-person and remote
When:
12-month engagement with you and your team
Investment: Retainers start at $5000/month
Who:
You want to bring us in-house. You need a leadership function filled fast with an excellent C-level person, experienced in hitting the ground running. Or, you don't need a full time role, but you have a crucial strategic need in your business.
What:
Our small and select team (see us below) is experienced in both interim (short term, full time) leadership roles and in fractional (part time) leadership should you need ongoing expertise or a safe pair of hands at short notice.
How:
The Anna Oyelola Advisory team includes fractional and interim leaders (subject to availability) for the following roles:
CEO; COO; CHRO; CFO; Senior HR Business Partner; Senior Organizational Development Director; Senior Change Manager; Senior Event Manager; Chief of Staff; Senior Executive Assistant.
Where:
In-person and remote
When:
If we have the right person available, they can hit the ground running in your team at very short notice.
Investment:
Fractional retainers start at $3750/month.
Interim/full time retainers vary by scope.
- Whitney Triplett, VP, Hatching Results, 2025
Whitney is a multi-award-winning thought leader, trainer and author of multiple textbooks on school counseling. She is the co-founder/co-chair of the National School Counseling Leadership Conference and in her role as a Vice President at Hatching Results, Whitney provides school counseling strategy support to the organization, as well as in school districts, county offices, and state departments across the nation.
Anna has spent two decades helping and advising CEOs, Founders, Philanthropists, EDs and other high profile people across sectors including investment management, philanthropy, corporate law, entertainment, government, tech, AI, hospitality, the arts, politics, public, social impact, non-profit + energy.
Her work centers on executive clarity, organizational design, change management, employee experience and purposeful leadership with integrity - helping clients build both resilient system and meaningful impact across every area of life. She is also the co-creator and non-exec Director of emotion AI app HeyIssa.
She's trained teams across the UK, USA, Ukraine and Australia and she's spoken - in her trademark irreverent style - alongside government ministers, a secretary of state, business leaders and philanthropists, problem solving on everything from economic empowerment to sustainability issues and equity, always advocating innovative leadership, individual responsibility and fearless thinking as part of the solution.
Charley has worked with Anna on numerous businesses and client projects over the years. Whether working on a client's financial reconciliation, or advising Anna on her own business, Charley always has a crucial financial perspective to offer.
With solid, timely information Charley helps business and organizational leaders make better decisions, position themselves for growth, secure appropriate capital, organize governance structures and consider mergers and acquisitions.
With more than 25 years of experience, Charley keeps Anna and her clients tax compliant and financially prepared to reach their goals.
Legacy is based in Austin, TX. She holds a degree in Marketing from The University of Texas at Austin and specializes in helping small and medium businesses grow their brand presence through strategic digital marketing. With a focus on social media strategy and short-form content creation, Legacy brings a thoughtful, results-driven approach to building brand awareness and increasing engagement across platforms. She is passionate about helping business owners bring their vision to life through compelling digital storytelling.
Outside of work, Legacy is dedicated to creating authentic lifestyle content that inspires women to embrace who they are and live boldly and shares fashion, food, and everyday experiences to encourage confidence, creativity, and joy.
Jai is a career coach in higher education with more than 10 years of experience. She is also an artist, a programmatic curator and a facilitator. Her deep insight and empathy leaves the individual feeling incredibly seen and heard, and she is a trained mental health first aider.
A deft mediator, Jai graduated from Anna's EQ Engineers cohort in 2020, then assisting Anna with restorative performance management at scaling EdTech BibliU and Education Training company Hatching Results. Based in the UK, Jai brings a sense of mischief and creativity to everything she touches.
Patrick is an experienced talent advisor and full life cycle recruiter with a glittering track record of work in tech (Google, Tek systems) and professional services.
A graduate of Anna's EQ Engineers cohort in 2021, Patrick is an accomplished restorative performance management facilitator and his grounded, zen approach sets the standard for authentic, two-way conversations for improved team communication.
Sarah is the media maven behind the scenes at Anna Oyelola. With over 15 years of experience in communications, Sarah crafts compelling stories and builds authentic connections that make an impact. She’s worked across industries, from tech to non-profits, and freelanced for big names like Forbes and Houstonia Magazine.
Sarah is passionate about supporting leaders like you on your public image—whether it’s refining your messaging, building your brand, or navigating the media landscape.
Outside of work, you’ll find Sarah out on an adventure or capturing life through her camera lens, always with her trusty sidekick, Charlie Pablo, by her side.
Since joining us in 2022, Anna Y has never failed to show up for her team. Her efficiency, proactivity, direct and timely communication, great judgement and just-get-it-done attitude are unmatched.
If we do it, Anna Y touches it, and it is better as a result. Whether keeping the trains running on time or organizing an event experience for clients, Anna Y is the glue that keeps us together.
An impressive writer with an exceptionally high EQ, a stint at PBS, and 15 years of management experience across hospitality, education, communications and consulting, if you hear from Anna Y, great things are about to happen....
Aaron's financial eyes on the prize keep us focussed, motivated and crucially, informed. His swift turnaround on all things bookkeeping aids the team in all that we do.
Aaron has an MBA from Texas State and is a proud veteran Intelligence Officer of the United States Marine Corps.
Let's talk leadership.
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