Cashflow Turnaround for Orgs
Stop revenue leaks, stabilize cashflow, and regain financial clarity in 90 days.
Like agricultural irrigation, clarity directs the flow. The right tools ensure water isn’t wasted.
Every Engagement Includes
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ASSESSMENT
Traction Blocker + Income Leak Report
I’ll identify exactly where money is getting stuck, how much it’s costing your team, and what your next move is—both as leaders and as a group.
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PLAN
A doable traction plan
We co-design a path forward. The plan is clear, actionable, and focused on what’s ready to work now—not someday.
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DIRECT SUPPORT
Hands-On Operational Help
I embed within the team for a period of time to reset execution. Offers get sharper. Asks get clearer. Flow returns.
What This Is
A funder/investor-initiated, operator-welcomed, 30- to 90-day—or 6-to 12-month—intervention to stabilize or redirect failing earned income or donation operations within an organization.
I join the team when:
- You’ve funded the vision
- There’s a belief in the mission, but the money isn’t coming in, and time is running out
- The offer or ask just isn’t landing
- The team is overwhelmed, or misaligned, with conflicting commitments
- You’re open to giving more, but not without results.
What I Do
I deliver an actionable traction plan and structure that the team can run with, or surface the deeper roadblocks that need to be addressed– people problems, management gaps, market forces, etc.
I work inside the organization in a focused, dedicated manner to:
- Identify what’s inhibiting traction
- Offer relief, and/or course correction
- Define who is being asked and what’s being offered in return
- Clarify the offer and fix the ask
- Support focused, skillful action across sales, marketing, or development
- Support focused, skillful action across sales, marketing, or development
- Protect your investment—without undermining the people or the mission
How I Work
Traction Blockers + Income Leaks
I leverage decades of experience as an operator, executive, and consultant to look at the people and revenue operations of an organization and quickly assess where blocks to income exist and what team or customer dynamics are causing them.
In the first week, I deliver a focused assessment of how the org offers, asks, and earns. I surface:
- Improvement to offers
- Buried or broken asks
- Confusing customer/donor pathways
- Gaps in role ownership
- Missed engagement opportunities that are costing real money
Pricing
- 30-Day Turnaround — $20,000
- 90-Day Rebuild — $50,000
- 6-12 Month Deep Dive — $100,000+
Additional options for leaders managing multiple philanthropic portfolios or impact investments.
How to Choose
30 days is ideal when the offer is live but not converting, and the team can execute fast with clearer direction.
90 days is best when there’s conflicting commitments, multiple earned income or donation initiatives in play, or a need to realign vision with current capacity.
6 to 12 months is appropriate when the org is in deep transition—leadership shifts, internal breakdowns, or large external forces (e.g., social pressures, market changes) require a refresh.
If you’re unsure, start with the 30-day engagement. We’ll know quickly if we need to go further.
Guarantee
If the grantee/operator completes a brief checklist and meets with me three times—and I can’t deliver a clear traction plan or surface the deeper issue preventing traction—the engagement ends with no obligation to continue.
No traction, no continued cost.
Let’s Keep It Real
Securing earned income and donations isn’t just a financial challenge—it’s a political and emotional one.
Many teams are building sustainability models inside the systems they’re actively resisting. The pressure to perform without compromising values is real, and it takes a real toll.
That’s why clarity isn’t just helpful—it’s humane. And traction isn’t just about enabling high performance—it’s about providing a particular type of protection. Access to cash is a particular type of protection.
If your team’s income plans are stuck, I can help them move forward. Fast, focused, and without shame.
As a founder, entrepreneur and innovator, Rolando has a rare combination of deep technical expertise, business knowledge and management experience, combined with a drive to empower people and organizations to use technology creatively, in order to unleash potential and to make a positive impact in the world. He has been a key advisor for me throughout my career.
I've had the pleasure of working with Rolando on a number of different occasions since 2013 in several different capacities. Our teams collaborated closely at Grovo when he was running the Community team and I was running the Content team. More recently, Rolando has been an outstanding advisor and mentor of early stage founders / teams at Nextt. In both cases, Rolando excelled as both a leader and team player. Reason being that he asks questions and listens. He loves learning and improving himself. He also cares about improving those around him. At the same time, he's also honest and direct. Above all, Rolando is a wonderful human being. His positive energy is infectious. He is warm and caring. Whether it's a 5-minute check-in, or he's diving in to actually build product, working with Rolando will lift your spirits.
Working with Rolando was wonderful for everyone on our team. Rolando brought all of himself to working with us: his social justice values & vision, care and commitment for personal growth & leadership, drive for team effectiveness and a diversity of expertise — that supported us overall. Rolando supported our team in email management, team collaboration and communication. In addition to enjoying working with him — we learned tangible and life long skills and developed concrete practices to support our work together. We valued his coaching, support and transparency with sharing all tools and templates. We are stronger and more effective individuals and team because of our work with Rolando. I highly recommend folks partner with Rolando to support your own growth and the effectiveness of teams/organizations.
I've had the pleasure of meeting and working with Rolando since 2010 on a bunch of different projects (Google Apps Migration, Nonprofit Program Design, Web Design, End-User Training and Adoption Sessions). Rolando is unlike anyone you'll ever meet. Rolando has exceptional communication skills, he is extremely organized and reliable. I am confident Rolando will be a valuable asset to any organization and I recommend him without reservation.
“Rolando Brown is the technologist’s technologist. Whether a novice or more experienced user, Rolando effortlessly teaches you how to best utilize new apps for maximum benefit and shows you how to inspire your entire network to join the movement. The opportunity to work with Rolando is not one that should passed over or underestimated.”
Rolando fundamentally transformed my relationship with email, and enhanced my digital relationships in general. His combination of coaching skills and insights about productivity steadily reveal opportunities for me to grow as a modern worker and leader. His approaches are just powerful. Plus, he's generous and extremely sincere.
“We hired Rolando to train our youth & program staff in techno-organizing and he was amazing. He introduces philosophy first, then helps you apply this to your program needs/goals. His training has changed how our entire staff view and use technology. Plus he's warm, funny, and a great person to share music with.”
Rolando is an innovative thinker and manager with a seemingly unlimited amount of energy. His ability to keep so many successful projects moving is impressive.
I would highly recommend Rolando.
Rolando assisted our nonprofit organization in the conversion to Google Apps. This included training for our entire staff. Throughout the process, Rolando provided excellent, professional training and guidance.
In addition, Rolando assisted me personally with instituting an "Inbox Zero" method of email management. As a result, I went from about 1800 emails in my inbox to Zero emails in my inbox (a true miracle!) AND I've become much more intentional and efficient in how I manage my email time.
Rolando made my life easier and infused our organization with Tech Joy!
“Rolando Brown is one of the most passionate, compassionate, connected individuals I have ever encountered. He's so far ahead of the technology curve that crossing paths with him at a cocktail party will certainly leave your gmail inbox in a better state. As a community leader Rolando is highly respected as a motivating force, an inspirational voice and a man with a very full toolbox. I have personally had the pleasure of working in close partnership with Rolando on a number of freelance projects and have always found his professionalism unwavering, his respect a great reward and his promises fulfilled above and beyond expectation. But most importantly, Rolando is an innovator. If you want deliverables, kindness, true collaboration and fresh vision, this is your man. You might even ask, "am I dreaming?" You're not.”
I've had the pleasure of working with Rolando on both business and creative projects where I have seen him work with a high-degree of professionalism, skill, and resourcefulness. He is always alert, attentive, and respectfully assertive as he zooms in on problems, devises creative solutions on how to solve them, and then has the focus and instinct to execute. As an attorney, trust among my business associates is essential, and Rolando has earned my trust time and time again.
