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

Local Service Legendz

Local Service Legendz is a ride-along content series spotlighting the real stories, grit, and growth of top-tier home service professionals.

As host, I drive interviews, brand storytelling, and strategy that helps contractors stand out and scale.

This platform is more than content — it's a community, a lead engine, and a movement built to inspire the next generation of local legends.

Host & Creator

P.E.S.T. Talks

Featured cast member on PEST Talks, the YouTube TV show for pest control professionals.

I contribute thought leadership on local marketing, digital strategy, brand positioning, and content-driven growth in the home services industry.

Cast Member

Entreprov

I lead Entreprov, a performance marketing company helping home service professionals become the most trusted and visible brand in their local market.

We specialize in:

- SEO that ranks you on the map and on Google

- YouTube and video content strategies that build trust fast

- Google Business Profile domination

- Ride-along and storytelling video production

Our work turns contractors into content-driven brands. Clients include pest control, HVAC, roofing, crawlspace, and plumbing pros ready to level up.

Avvo

As an Account Executive, I've worked in many fields that helped grow Avvo by finding leads and closing sales deals with existing clients and new prospects. I've also acted as an intermediary between other departments within an organization to ensure the success of their clients.

- Created detailed business plans to reach predetermined our goals and quotas
- Managed the entire sales cycle from finding a potential client to securing a deal
- Unearthing new sales opportunities through networking and turning them into long-term partnerships.

Account Executive

Porch

•Partnered with support team to increase daily processes by 25% through creating SQL queries
•Actively designed and managed tracking metrics for new business unit launch
•Increased business unit performance by 25% from insights derived through effective data analysis
•Proactively partnered with management to design and streamline process for new Salesforce administrator role which has skyrocketed inbound lead activity by over 100%.

Technical Project Manager

•Actively partnered with executive team and management to pioneer the presales program to generate   over $10,000 within four weeks of conception. Presales program has now become the official entry level role for new hires.    
•Won most valuable team player award.
•Solely designed and led training program to boost team performance by 41% in sales.

Acquisition Lead

•Researched and analyzed home cleaning competitor market to devise product category. Managed product life cycle for home cleaning division.
•Slashed home cleaning job fulfillment response time by 75%. 
•Partnered with HR to develop recruiting strategy for home cleaning business and exceeded goal by 10%.
•Exceeded performance for six consecutive months in acquisition sales.
•Examined market and devised effective pricing for home cleaning category during initial product launch.
•Led onboarding process for home cleaning professionals during mobile app launch.

Acquisition Specialist

Lotsa Little Things art gallery

Business Development
Strategy Development through business modeling

Consultant

PolyVista

•	Coordinated meetings with clients and partners for new customer acquisition
•	Made 100 – 120 calls daily
•	Expanded B2B relationships through effective sales presentations 
•	Developed new accounts through prospecting 
•	Closed first client in half the time for expected sales cycle

Goodbye Crutches

Developed and maintained Google plus page
Developed and edited video logs
Maintained relationships with existing clients through social media
Developed and Managed social media sites

Social Media Marketing

Kalamazoo Regional Chamber of Commerce

•	Completed internship program working for the CEO and other senior leadership
•	Partnered with Human Resources intern to develop and implement intern sourcing strategy
•	Utilized social media to optimize recruiting efforts
•	Developed communication system to improve intern collaboration
•	Started bi-weekly intern meetings
•	Developed projects to integrate interns with staff 
•	Worked with Executive Assistant and Human Resources intern to on-board and schedule intern staff

CEO Intern

IGE  (international Global Education)

Event Planning

Over $1.8 Million Revenue Extracted in just 60 Days using Emails | Email Marketing & Automation Expert | Entreprov.com

Are you a Founder, Marketing Director, or Marketing Project Manager who needs to get eMail/SMS working in your business? Let's talk - https://calendly.com/alexb-2/15min-1

I'm Alex! An Email/SMS Marketing and Automation Expert. As the founder of Entreprov, I'm proud to have extracted a total of over $80 Million Dollars in Revenue for clients using SMS, Email, and Automation.

We've built sustainable eMail and SMS strategies that drive engagement and growth for hundreds of companies including

-Fresh Victor
-FAO Schwartz
-Shirt Max
-SVS Vision
-Atlas Workbase
-and Oakland Community College.

𝐍𝐞𝐞𝐝 𝐡𝐞𝐥𝐩 𝐰𝐢𝐭𝐡 𝐒𝐜𝐚𝐥𝐢𝐧𝐠 𝐄𝐦𝐚𝐢𝐥/𝐒𝐌𝐒 𝐌𝐚𝐫𝐤𝐞𝐭𝐢𝐧𝐠 𝐌𝐚𝐧𝐚𝐠𝐞𝐦𝐞𝐧𝐭?
Most clients that don't have the internal bandwidth to manage their email campaigns turn to us to take over. Some clients have small teams and lack the personnel or skill to build a successful plan. We take clients from ideas to live email/SMS campaigns that drive revenue and engagement.

𝐂𝐨𝐧𝐬𝐢𝐝𝐞𝐫𝐢𝐧𝐠 𝐦𝐢𝐠𝐫𝐚𝐭𝐢𝐧𝐠 𝐭𝐨 𝐚 𝐧𝐞𝐰 𝐂𝐑𝐌 𝐚𝐧𝐝 𝐧𝐞𝐞𝐝𝐢𝐧𝐠 𝐡𝐞𝐥𝐩?
We offer Email System Migration services and can advise on the best solution for your business and industry. We've handled complex migrations with millions of contacts to thousands. 

If you're struggling to figure out what needs to be changed for results to happen with your email marketing. We've helped companies 5x their email campaign performance through our proven methodology.

Download the groundbreaking strategy on how we extracted over $𝟏.𝟖 𝐌𝐢𝐥𝐥𝐢𝐨𝐧 revenue for ShirtMax in just 60 days

✅ Discover how to revive your unengaged list without losing subscribers in the process
✅ How to strategically segment your list to decrease unsubscribe, bounce, and spam repot rates.
✅ The exact 3 week strategy we have created to extract profit from a 137,433 contacts

Inside is the secret you’ve been looking for to get the cash flowing and the profits pumping freely again. 

Every moment you wait is another dollar slipped through your fingers. 

Yes, it’s that time critical and important.

Our expertise: Email/SMS Marketing, Email/SMS Content Writing, Marketing Automation, Email Strategy, and Customer Mapping, Active Campaign, Hubspot, Klaviyo.

Outside of work, I'm a history and animal nerd. I love learning about ancient civilizations and all types of animals and if you are too, I’m happy to share you all about it over a coffee call. Talk soon!

Want to get in touch with me? Book a call - https://calendly.com/alexb-2/15min-1

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Jason Bennett

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