Learning from Laura O’Rourke: Grant Readiness and the Art of Sustainable Funding

Learning from Laura O’Rourke: Grant Readiness and the Art of Sustainable Funding

This is the second in my dialogue series where I sit down with fellow professionals to explore their expertise and learn from their unique perspectives. Today’s conversation is with Laura O’Rourke of Laura O’Rourke Consulting, a fellow member of the Independent Philanthropy Advisor Referral Group (IPAR).

Recently, I had the opportunity to connect with Laura O’Rourke, Principal of Laura O’Rourke Consulting, whose 25+ years of experience in nonprofit development has helped foundations and small to mid-sized nonprofits build the organizational infrastructure necessary for long-term success. What struck me most about our conversation was Laura’s holistic approach to grant writing—viewing it not as isolated fundraising activity, but as part of a comprehensive organizational development strategy.

Beyond the Application: What Grant Readiness Really Means

“Grant readiness is essential—organizations should track programs and outcomes before even starting grant writing,” Laura explained.

This isn’t just about having your paperwork in order—it’s about building the foundational systems that demonstrate organizational competence and impact.

Laura’s approach recognizes that successful grant writing requires four critical elements:

  1. Data systems that track program effectiveness and outcomes
  2. Relationship infrastructure for ongoing funder engagement
  3. Organizational capacity to manage and report on funded projects
  4. Strategic alignment between programs and funder priorities

From my own experience in philanthropy advising and as online faculty at the UNH College of Professional Studies, I’ve seen too many organizations approach grants as quick funding fixes rather than strategic partnerships. Laura’s framework reminds us that grant success starts with organizational readiness, not application deadlines.

The Full Grant Lifecycle Challenge

“Grant writing is more than just the narrative: it involves prospecting, building and stewarding relationships, applying, and lots of monitoring/reporting.”

This holistic view addresses a common misconception I encounter in my work with nonprofits—that grant writing is simply about crafting compelling proposals. Laura’s approach to her consulting practice addresses the full lifecycle:
 

  • Prospecting and research to identify aligned funders
  • Relationship building before, during, and after funding cycles
  • Strategic application development that demonstrates clear impact
  • Ongoing stewardship and reporting that builds long-term partnerships

The Data Gap That Kills Grant Success

“Many organizations lack the data to show effectiveness; investing in external expertise and setting up evaluation systems helps.”

This resonates deeply with my work with family foundations and individual philanthropists. Too often, I see well-intentioned nonprofits that can articulate their activities but struggle to demonstrate measurable outcomes.

Laura’s insight challenges organizations to invest in data infrastructure before they need it for grant applications—a strategic approach that strengthens both fundraising capacity and program effectiveness.

The Revenue Diversification Reality

“Grants usually don’t cover general/operational costs—they’re for specific programs, projects, or growth. It’s risky to rely on grants as a major revenue source; a diverse funding stream (mainly individuals) is healthiest.”

This strategic perspective aligns with research showing that the most sustainable nonprofits maintain diversified revenue portfolios, with individual giving typically forming the largest component.

What This Means for Philanthropic Practice

As someone who works with philanthropists and foundations daily, I see immediate applications for Laura’s framework:

For Family Foundations: Use Laura’s relationship-building approach to develop deeper partnerships with grantees, moving beyond transactional funding to strategic collaboration.
For Individual Philanthropists: Apply her emphasis on data and outcomes to your own giving strategy—what evidence are you seeking from the organizations you support?
For Nonprofit Partners: Challenge yourselves to build grant readiness infrastructure before you need it, creating systems that demonstrate impact and support sustainable growth.

The Relationship-Building Imperative

Throughout our conversation, Laura consistently returned to the importance of relationships in successful grant work. Her background in psychology and social work informs her understanding that effective fundraising is fundamentally about human connection and shared mission alignment.

This relationship-centered approach stands in stark contrast to the “spray and pray” mentality that often drives grant applications, where organizations submit to any available funder without building genuine connections or demonstrating strategic fit.

Laura’s expertise in organizational development and grant strategy offers valuable lessons for anyone working to build sustainable nonprofit organizations. Her emphasis on readiness, relationships, and revenue diversification provides a roadmap for more effective philanthropic partnerships.

What questions would you want me to explore with Laura or other experts in future conversations? I’m always looking to learn from practitioners who are advancing the field.

About Robert Levey

Founder of The Philosopher Files, Robert is a senior online adjunct faculty member at the UNH College of Professional Studies as well as a member of the Independent Philanthropy Advisor Referral Group.

About Laura O’Rourke and Laura O’Rourke Consulting

Laura brings 25+ years of nonprofit experience to help foundations and organizations build infrastructure and attract resources for mission advancement. She is a fierce advocate for disadvantaged populations and specializes in relationship-building processes vital to organizational growth and sustainability. Learn more at Laura O’Rourke Consulting

About Spaciology

Spaciology is not abstract theory; rather, it is a practice you can feel.

  • Inside: Pause, breathe, notice.
  • Outside: Design rooms, rituals, and agendas that slow the spin and invite care.
  • Between us: Make dialogue a place where different truths can live together long enough to teach something.

Ultimately, leadership is the art of making space for what’s important (for everyone) and letting that clarity shape the next step. When we change the spaces from which we lead, our strategies change with them.

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Learning from Seth Klukoff: Strategic Communications That Actually Work

Learning from Seth Klukoff: Strategic Communications That Actually Work

This is the first in a new series where I sit down with fellow professionals to explore their expertise and learn from their unique perspectives. Today’s conversation is with Seth Klukoff of Eoan Strategies, a fellow member of the Independent Philanthropy Advisor Referral Group (IPAR).

Recently, I had the opportunity to connect with Seth Klukoff, Principal of Eoan Strategies, whose three decades of experience in strategic communications has shaped how some of the nation’s most influential organizations—from the Bill & Melinda Gates Foundation to the Robert Wood Johnson Foundation—articulate their impact and inspire action.

What struck me most about our conversation was Seth’s fundamental reframing of what thought leadership actually means in today’s crowded communications landscape.

Beyond the Buzzword: What Thought Leadership Really Is

“Thought leadership is about sharing knowledge to inspire change—in behavior, policies, or practices,” Seth explained.

This is not just another marketing buzzword—it is a strategic approach that requires four critical components:

  1. A strong evidence-based point of view (not just opinions)
  2. Understanding the context (knowing the landscape in which you are operating)
  3. Seeing things from various fields (bringing transdisciplinary perspective)
  4. Knowing what motivates your audience (the key to actual influence)

From my own experience in philanthropy advising and as online faculty at the UNH College of Professional Studies, I’ve seen too many organizations skip straight to tactics—the press releases, social media campaigns, and events—without first establishing this foundation. Seth’s framework reminds us that effective communication starts with having something meaningful to say.

The “Why” and “So What” Problem

One of his most valuable insights centered on what he calls the “why” and “so what” challenge. “Thought leadership is about the ‘why’ and ‘so what’—not just executing communications strategies like social media or press releases.”

Too often, I see foundations and nonprofits that can articulate what they do and how they do it, but struggle to communicate why it matters and so what if they succeed or fail.

Seth’s approach at Eoan Strategies addresses this by helping organizations:

 

  • Strengthen financial sustainability by articulating impact more clearly
  • Navigate uncertainty with clear, consistent messaging during crises
  • Launch strategic initiatives with well-defined points of view
  • Sharpen organizational identity to demonstrate competitive distinction

Integration, Not Isolation

Perhaps the most actionable insight from our conversation was Seth’s emphasis that “organizations should weave thought leadership into everything, not treat it as a side project.”

His insight challenges a common approach whereby thought leadership is assigned to the communications team as an add-on responsibility. Instead, Seth advocates for integration across all organizational functions—from program design to board communications to donor relations.

“In my work with family foundations and individual philanthropists, I’ve observed that the most effective giving strategies emerge when the “thought leadership” mindset permeates decision-making at every level, not just external communications.” – Seth Klukoff

The Strategic Sequence That Actually Works

Seth outlined a precise sequence that leaders should follow before jumping into tactics:

  • Define the desired change you want to create
  • Identify your audiences who can help create that change
  • Craft key messages that will resonate with those audiences
  • Set clear calls to action that move people toward your desired change
  • Then select the appropriate tactics and channels

This methodical approach stands in stark contrast to the “let’s start a podcast” or “we need to be on TikTok” mentality that often drives communications planning.

What This Means for Philanthropic Practice

As someone who works with philanthropists and foundations daily, I see immediate applications for Seth’s framework:

For Family Foundations: Use this sequence to move beyond “we fund education” to “we fund education because we believe X, and here’s the specific change we’re working toward.”

For Individual Philanthropists: Apply the four components of thought leadership to your giving strategy—what’s your evidence-based point of view on the issues you care about?

For Nonprofit Partners: Challenge yourselves to articulate not only your programs but also your theory of change and why your approach matters in the broader context.

Seth’s expertise in strategic communications offers valuable lessons for anyone working to create change through philanthropy. His emphasis on evidence-based thinking, audience understanding, and strategic sequencing provides a roadmap for more effective philanthropic communication.

What questions would you want me to explore with Seth or other experts in future conversations? I’m always looking to learn from practitioners who are advancing the field.

About Robert Levey

Founder of The Philosopher Files, Robert is a senior online adjunct faculty member at the UNH College of Professional Studies as well as a member of the Independent Philanthropy Advisor Referral Group.

About Seth Klukoff and Eoan Strategies

Seth leads strategic communications and thought leadership development for organizations creating change across education, health, workforce development, and economic mobility. Learn more at Eoan Strategies

About Spaciology

Spaciology is not abstract theory; rather, it is a practice you can feel.

  • Inside: Pause, breathe, notice.
  • Outside: Design rooms, rituals, and agendas that slow the spin and invite care.
  • Between us: Make dialogue a place where different truths can live together long enough to teach something.

Ultimately, leadership is the art of making space for what’s important (for everyone) and letting that clarity shape the next step. When we change the spaces from which we lead, our strategies change with them.

Stay in Touch

Into The Mystic

Into The Mystic

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Read

And things end,
because they begin,
and the seasons pass me by
while I grow older,
not necessarily bolder,
because time is a circle
that spins,
and I chase it,
no one wins
this kind of race,
round and round I go,
I feel slow
so I attempt to pace
my self,
or I may face
myself,
and I would rather not,
because time slips through
my hands
as do my plans,
I am a poem
at midnight,
refusing to let yesterday go
or accept that what I feel
is all I know,
and yet life is not a cognitive affair,
but a dance with myself
on a planet that spins
in outer space,
and I’m anonymous
without a face,
waiting for the bus
to bring me to the place
I’m supposed to be,
an adult version of me,
a captain of a marvelous vessel,
exploring everything,
the sea
and gravity
and what it means to be
and not to be
in the same breath
for as long as I can
before death
when the fog horn whistle blows
and I sail into the mystic.

And things end,
because they begin,
and the seasons pass me by
while I grow older,
not necessarily bolder,
because time is a circle
that spins,
and I chase it,
no one wins
this kind of race,
round and round I go,
I feel slow
so I attempt to pace
my self,
or I may face
myself,
and I would rather not,
because time slips through
my hands
as do my plans,
I am a poem
at midnight,
refusing to let yesterday go
or accept that what I feel
is all I know,
and yet life is not a cognitive affair,
but a dance with myself
on a planet that spins
in outer space,
and I’m anonymous
without a face,
waiting for the bus
to bring me to the place
I’m supposed to be,
an adult version of me,
a captain of a marvelous vessel,
exploring everything,
the sea
and gravity
and what it means to be
and not to be
in the same breath
for as long as I can
before death
when the fog horn whistle blows
and I sail into the mystic.

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The Philosophy of Enough

The Philosophy of Enough

Mission-driven organizations chase endless growth with the same fervor as their for-profit counterparts. More donors. More programs. More beneficiaries. More impact. But what if the relentless pursuit of “more” actually diminishes the very mission we seek to advance?


The Tyranny of More

Traditional nonprofit metrics reinforce a growth-at-all-costs mentality. Success means serving more people, raising more funds, launching more programs. Organizations celebrate percentage increases without asking whether expansion serves their core purpose or merely satisfies board members conditioned to equate growth with health.

This perpetual expansion creates mission drift. A homeless shelter excels at providing emergency housing for 50 people, then stretches to serve 100 with diminished quality. A youth mentorship program with deep one-on-one relationships dilutes its model to reach more students through group sessions. The metrics improve while the actual impact weakens.


Defining Your Enough

“Enough” requires philosophical clarity about organizational purpose. It means asking: What would wild success actually look like? Not in terms of size, but in terms of transformation. Not measured by quantity, but by depth of change.

Consider a small nonprofit teaching entrepreneurship to formerly incarcerated individuals. Their “enough” might be graduating 30 participants annually who each launch sustainable businesses, rather than processing 300 people through superficial workshops. Quality of transformation, not quantity of transactions.

Enough means understanding your organization’s optimal size for maximum effectiveness. It means recognizing that some problems require intimate, intensive intervention rather than scalable solutions. It means having the courage to say “no” to growth opportunities that compromise core work.


The Courage to Plateau

Embracing “enough” requires explaining to funders why you’re not pursuing aggressive growth targets. It means developing new metrics that capture depth rather than breadth:

  • Transformation intensity over participant numbers
  • Relationship duration over contact volume
  • Root cause resolution over symptom management
  • Community ownership over organizational control

These metrics tell a different story—one of sustainable, meaningful change rather than impressive but hollow statistics.


Practical Implementation

Organizations can begin practicing “enough” by setting intentional boundaries. Define maximum program capacity based on quality thresholds, not physical limitations. Create funding caps that prevent mission-distorting growth. Develop “depth metrics” that measure how profoundly you change lives rather than how many lives you touch.

Most importantly, communicate this philosophy transparently. Help stakeholders understand that restraint demonstrates strategic wisdom, not lack of ambition. Show how focusing resources creates exponentially greater impact than spreading them thin.

The philosophy of enough doesn’t mean settling for less impact—it means achieving more through intentional focus. When organizations stop chasing infinite growth and start pursuing optimal effectiveness, they discover that enough is actually abundance.


This post is grounded in the Space as Metaphor framework, which views space as “metaphor for method, moral orientation, and mode of transformation.” The framework helps us understand grant writing relationships not as transactional exchanges, but as sacred spaces requiring careful cultivation and ethical stewardship.


The Universe, Kites, and Sadness

The Universe, Kites, and Sadness

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Read

What is it I seek,
day after day,
week after week,
searching for space,
presence
and the grace
to accept the things I cannot change,
courage to change
the things I can,
and the wisdom to know the difference
between hanging on and letting go,
falling in and falling out,
to be and not to be,
what is me and not,
what I want and what I’ve got,
where I can and cannot,
and the difference is my belief
in what things mean,
the hidden
and the seen,
how things feel,
the real,
the true,
the distance,
the you
I thought
I heard
that day
in that way
where what I hear
is not what you say,
and so we drift
across the rift
and the expanse
of happenstance and chance,
and we dance
and we lift
ourselves up
past the sadness
and the mire,
higher
we rise
past blue skies
into outer space,
searching for home
and place,
the unusual,
the faint trace
of childhood
and the joy
of simple things,
laughter,
chocolate,
Saturday afternoons,
full moons
and sand dunes,
beaches
next to glass houses
that shimmered
at dawn,
perched on the edge of a tomorrow that never came,
because all things end,
and there is no name
that can explain
the pain,
or the grief,
the memories
and the belief
we carry in our hearts
in bodies that feel foreign
as we age
and outgrow
what we love
and what we know,
so I hold on
to what I let go,
and fall past earth and sky,
move past the how
and the why,
I live
and I die,
and try
as I might,
I’m a single example
of the plight
of the human
in its race
to be heard
with all its might,
8 minutes away from the sun
and its light,
we ride moonbeams
out of sight
into the night,
the universe is the string,
and I am a kite.

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