Strategic CEO Advisory for Venture-Backed Companies
Partnering with founders and CEOs to navigate scale, capital deployment, GTM inflection points, and organizational complexity.
THE CEO INFLECTION POINT
The CEO role has no peer.
Once you raise institutional capital, everything changes. You’re expected to set the operating plan, deploy capital wisely, and define the metrics that justify the investment - often without having done it before. Boards and investors provide perspective. Coaches develop leaders. But no one is embedded in the weekly operating decisions.
I had a strong board, supportive investors, an experienced executive team and an executive coach.
There was still a gap.
At Foodsby, we bootstrapped to $2M before raising a $6M Series A. I built the operating model, capital allocation strategy, and board metrics - learning through mistakes along the way. We later raised another $15M, scaled to 200+ employees, navigated a 95% revenue decline during COVID, and ultimately led the company through a strategic acquisition.
Through each phase - raising capital, scaling, correcting course, navigating crisis - I wished I had an experienced operator at my side every week. Not to make decisions for me, but to help me make better ones.
That experience shapes my work. Growth-stage CEOs need operator judgment from someone who has allocated real capital, built real teams, and led through real inflection points.
That’s the partner I wish I had - and the one I now strive to be.
WHO I WORK WITH
I work with venture-backed CEOs at inflection points.
Typically Seed through Series B, tech-enabled companies moving from early traction to disciplined growth.
Common moments:
Post-raise execution pressure
Scaling GTM without operating rigor
Leadership misalignment
Rising board expectations
Stalled growth or burn drift
These are high-leverage decisions. I partner with CEOs who want experienced operator judgment at the table.
HOW I ENGAGE
Three primary models:
CEO Advisory
Trusted CEO counsel.
What this includes:
Weekly CEO 1:1
Strategic support across product, GTM, org, capital
KPI review and ongoing thought partnership
Best suited for:
CEOs seeking an ongoing operator partner.
Operating Partner
Company-level operating partnership
Includes CEO Advisory, plus:
Executive team alignment and accountability
Operating cadence, metrics, and capital discipline
Board preparation and strategic refinement
Best suited for:
Post-raise companies scaling headcount, GTM, and board expectations.
Strategic Reset
Company-level recalibration during high-risk moments.
Includes Operating Partner, plus:
Organizational and cost structure realignment
GTM repositioning and performance correction
Scenario planning and intensified execution cadence
Best suited for:
Stalled growth, pivot, or burn misalignment.
ABOUT BEN CATTOOR
I’m a founder, CEO, and board partner with 15+ years of experience building and scaling tech-enabled businesses.
As Founder & CEO of Foodsby, I grew a B2B2C marketplace to $100M+ in sales, raised $25M+ in institutional capital, built a 200+ person national organization, navigated a 95% COVID revenue collapse, and ultimately led the company through a strategic acquisition.
Earlier in my career, I built a foundation in finance, enterprise risk and data - working alongside executive teams and boards across companies ranging from $1M to $2B in revenue.
Today, I invest in and advise growth-stage companies on GTM strategy, executive team development, capital allocation, and operational scale.
My approach is operator-first, capital-aware, and grounded in real execution at scale.
CORE EXPERTISE
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Designing scalable GTM engines while knowing when to stay scrappy. Balancing product, people, and process at the right stage of growth..
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Building high-performing executive teams. Clarifying roles, accountability, and performance systems as companies scale from 20 to 200+.
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Aligning board expectations with operating realities. Setting the right metrics for disciplined investment and growth.
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B2B and B2C digital product strategy across SaaS, platforms, marketplaces, food tech, HR, commercial real estate, and SMB-focused solutions.
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From messaging to pipeline design to performance management. Strong emphasis on engagement-based B2C marketing (drip, reactivation, retention) and scalable B2B sales infrastructure.
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Deep fluency in data modeling, SQL relationships, and BI tools (Power BI, Looker). Turning fragmented data into executive clarity.