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

Hemlane

Founding PMM leading Product Marketing and GTM for Hemlanes Product Line.

Product Marketing Manager

Rently

• As the first PMM, I established Product Marketing and Pricing initiatives within the company. 
• Onboarded and equipped another PMM and an APMM. 
• Currently lead GTM Strategy/ Execution and Pricing/Packaging initiatives for Self-Guided Tours, Screening (Rental Applications), and the E-commerce Store.
• Work with five Product Managers on both the Manager side and the Renter Experience to understand the Product lifecycle and support launches of new products/features/updated pricing. 
• Partner regularly with the Marketing team members to execute GTM Strategy. 
• Partner regularly with Client Success Managers and Sales and enable both teams to support acquisition and product upsell/cross-sell initiatives.
• Strategic and Tactical with experience using various Marketing softwares, Price Testing Softwares, and Market Research tools.

Product Marketing Manager, GTM and Pricing (B2B)

• Led B2C Market Research, E-Commerce Marketing initiatives, and Field Marketing for the company's Consumer Smart Home initiative, Oaks.
• Ecomm Metrics - 
• $100K Monthly Sales and $1.3 M Sales in a year in Amazon.
• Successfully funded Oaks V3 Smart Lock for $40,000.00 USD On Kickstarter.
• Over 9000 units sold in 5 world-class E-Commerce platforms across the US - HomeDepot Online, NewEgg, Amazon, Walmart Online, and Oaks/ Company Website.
• Top 5 ranked for the Smart Lock Keyword; 4.3 Stars - User Reviews on Amazon

Market Research Analyst, B2C

Cisco

• As part of the CX Strategy team, I developed a Thought Leadership Report and Digital Benchmark Index to assist the Sales Team in up-selling Cisco's current clients
• Cross-functional collab with the Global Marketing team and SMEs from multiple engineering teams to collect, and analyze primary research data and generate relevant market insights for each phase of the customer journey
• Developed customer personas, articulated customer needs based on primary research, and tied them to existing or potential new services offered by Cisco
• Analyzed CX Portfolio Product offerings using MS Excel and Tableau to size FY18 entitlements

Market Research Analyst, B2B Saas

University of San Diego - Knauss School of Business

1. Research Analyst, Q2 Insights (Encinitas, CA) - Co-authored a report for the American Marketing Association on the State of Marketing in the US that is a benchmark for marketing leaders to evaluate their competitiveness in the industry.

2. Go-to-Market Strategy (MBA Student Consultant), Leo Schachter (Remote/ San Diego, CA) - Assisted the company's Go-to-Market initiatives and successfully helped the company uniquely position a new product in the NAM region for the Millennial women target market. The product is available at select JARED stores and is named "First Light"

3. Product Marketing MBA Intern, WeSolv (Chicago, IL) - Successfully launched WeSolv's beta product, DesignerShare Case Challenge. Represented WeSolv at Forte's Women in Leadership Conference, 2017, and activated the student base with over 1000 graduate students by implementing marketing campaigns. 

4. Marketing Assistant, University of San Diego Graduate Admissions Office (San Diego, CA) - Promoted Current and New Program Offerings at events such as The MBA Tour and QS MBA Tour, created marketing collateral for current and new programs, and managed opportunities within Salesforce.

MBA Graduate Student and GTM Strategy / Marketing Projects

J&J MDD

SAP Technical Consultant

Deloitte

As part of Deloitte's Campus Recruitment Program for the SAP Practice, my day-to-day involved developing ERP solutions for F500 clients in the Consumer Products space based in North America. 
• Earned multiple awards for work done on client projects
• Mentor / Buddy for Technical SAP hires
• Technologies used: SAP ABAP RICEF (Reports, Interfaces, Conversions, Enhancements, and Adobe Forms), iRise, MS SharePoint, and MS Visio
• Functional Experience: Sales, Supply Chain and Finance

Business Analyst, Technology

• Experienced and Data-Driven Product Marketing Manager (B2B and B2B2C) with a passion for translating customer needs into strong positioning, messaging, and enabling sales. Professional Speaker at the Product Marketing Alliance Summit Vegas 2023, and Guest Speaker on a PMA Sponsored Podcast. An active member of the Product Marketing Alliance and GTM Alliance.
• Skilled in Persona Building, Buyer Research, Identifying Value Proposition and Message Market Fit, Leading GTM, Cross Functional Collaboration across teams and all levels, Conducting Pricing and Packaging Research, Enabling Sales, and OKRs.
• Schedule time on Calendly https://calendly.com/prak-swamy27/30min

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The Battle

Jason Bennett

Prak S.

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