Jason Bennett

Founder, 2x exits, 3x flops — Scaleup operator for CEOs ready to think and do different | ex-Fortune 50 | Ex-SpecOps | Dad x4 | SoberLife

You’ve proven you can build.
$1–5M ARR. Customers in market. A team on payroll.

But now the pressure is real:
↓ Revenue still runs through you.
↓ Hires are flying blind.
↓ CRM is a database, not a system.
↓ Investors are asking questions you can’t answer with confidence.

I’ve lived this.
→ 2× SaaS founder with exits
→ Raised millions, scaled GTM and ops to \$10M+ ARR
→ Ex–SpecOps and Fortune 50, no patience for fluff

What I do now:
I partner with impatient CEOs to get them out of sales and install the GTM + RevOps foundation their business can actually scale on.

In about a quarter, we deliver:
✅ Predictable deal flow (validated ICP, messaging, and channels)
✅ Sales enablement (new hires productive from Day 1)
✅ Investor-grade RevOps (dashboards, workflows, operating cadence)

Model: Done-with-you execution leadership. Not an agency. Not a guru. A system your team owns.

Proof:

🚀 Venture-backed payments SaaS → 20+ early adopters closed, \~5 opps/week by Week 10, ≈\$18M outlook, founder out of sales.
🚀 Multiple CEOs retained us post-install to continue as executive partner and fundraising advisor.

If you want to be scale-ready in Q1 ’26, the window is now.

📌 DM me "KPI"  and I’ll send you the <<Scale Ready Step-by-Step>> we use to get boards leaning in.

Founder

We are Fractional Chief Growth Officers (CGO) positioning Enterprise SaaS Companies for A-Round and we love it. 

I help high-achieving SaaS founders like you position for A-Round or that next big milestone thru scaling your perfect, exceptionally happy customer. High revenue customers who enthusiastically adopt features.  Customers who are excited to be a part of the journey; who evangelize your product as if it was their own.   - That's growth.

✅ Strategies that actually work
✅ 33% - CEO's time savings
✅ 2x - MRR in just months not years
✅ >70 NPS - Customers and employees
✅ 60% - Savings & Benefits of a Fractional Partner


Easy to follow strategies, Integrated Teams & Processes, Strategic Alliances, Happy Customers.
#B2B; #FinTech; #HealthTech; #InsurTech; #MarTech

Modives

Modives makes insurance authentication and monitoring easy during auto and property transactions for life events, reducing time, cost, and risk for its partners, while creating a better customer experience. Through its patent-pending technology, Modives creates an automated, real-time process, verifying that insurance is active and adequate, creating transparency and providing risk mitigation solutions.

Chief Revenue Officer (CRO)

Yeomans Consulting

Owner

Gigaforce

SVP Global Sales

Vertafore

Vice President, Agency Sales

TechCanary

Strategic Director of Sales

Hyland, creator of OnBase

Insurance Solutions Group

Willis Towers Watson, (Brovada Technologies Inc.)

Vice President of Sales, U.S.

Colibrium Partners

Vice President of Sales & Marketing

Vertafore (ImageRight)

Director of Sales

When your customers have personal insurance, it protects your company, your assets, and your peace of mind.

But insurance verification is broken: it’s a time-consuming and aggravating process that only provides a snapshot of current insured status. After devoting time on the phone to check insurance with a carrier, your agreement could be in jeopardy if your customer alters their policy.

Our mission is to ensure our partners’ risk protection processes lives up to their promise.

Modives provides you with transparency into the existing and evolving insurance-related risks during your customers’ life events, verifying that adequate insurance is in place and enabling easy access to insurance products if it isn’t. After verification, Modives monitors changes to your customers’ coverage over time to determine whether their insurance provides the protection you expect.

Your customers’ insurance only mitigates your risk if it is active and adequate. Verifying and monitoring their policy to keep you protected is our Modivation.

Darin Yeomans

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The Battle

Jason Bennett

Darin Yeomans

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