Fractional & Founding Account Executive | Remote SaaS AE | Digital Nomad Coach

Founding & Fractional SaaS AE for Early-Stage Startups

I help tech startups close strategic deals, build outbound, and scale revenue — without the overhead of hiring a full-time Account Executive. Plug-and-play execution. Proven results. Backed by a full GTM ecosystem.

I also guide Digital Nomads (and their dogs) to thrive abroad.

Let’s build something revenue-generating — without the full-time risk.

Book a Free Discovery Call

Achievement Unlocked

Why Founders Hire Me (Again and Again)

✅ $1M+ quota crushed in under a year
✅ $3M+ as Founding AE → became Sales Director → company acquired
✅ 10+ years in SaaS sales, full-cycle and self-sourced
✅ Led GTM buildouts across Europe and U.S.
✅ Works async, remote, and doesn’t waste your time

🌍 Digital Nomad Coaching: Mentorship for aspiring nomads – I worked remotely for 5+ years now 2 of which were in Europe supporting foreign time zones, let's talk visas, pet travel, and remote work setups to achieve freedom.

Need a closer, a builder, or someone to plug in today? I'm already ramped.

Want to live like me but feel daunted? Here to coach.

Interested in my approach? Check out my blog for insights on how I sell/work while living remotely.

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Jon is the type of AE every customer wants to grab a drink with. His genuine interest in every person who he speaks with allows him to build trust and add value in each interaction. And he does this all while being 100% remote. Jon is adaptable and intuitive when handling complex sales and large deals with multiple stakeholders. He is at the forefront of new sales strategies and technologies always looking for ways to efficiently reduce the sales cycle. I highly recommend him for any senior sales role

- Daniel Johnson - Constrafor

Jon was a valuable part of the early success we had at Qualia. He worked hard to build and establish relationships in his sales territory and was instrumental in the successful distribution in the area. Looking forward to seeing Jon work to close larger and larger deals as he moves about in his career.

- Scott Leese - Scott Leese Consulting / Surf and Sales

Having worked with Jonathan and hired him in two separate roles, I can say that there's no higher praise that a leader can give to a teammate other than to keep going back to the well and bringing them on to new teams. There's a reason that Jonathan has been on the short list of "guys you can count on" in the sales world in Austin. Jonathan exhibits the perfect balance of team mentality and "worry about your own paycheck" type drive. That's a difficult balance to find and is really key in building great teams. Jonathan knows when to lend a piece of advice or encouragement, but he also knows when it's time to put his head down and stay in his lane. In terms of concrete sales skill, Jonathan has exceptional ability to connect quickly with prospects using an above average sense of empathy and combining it was a good sense of overall prospect strategy. Like a lot of high level performers, Jonathan expects to be pushed. If you're looking for cogs in a machine, you're wasting a lot of talent here. If you're looking for someone that can be easily trained to be a self-sustaining sales machine, you've found your guy.

- James Lipton - Qualia

Prior to working with Jonathan, I had no formalized sales journey, let alone one that was scalable, repeatable, and measurable. I wasted time on purposeless calls, and my conversion rates suffered. Jonathan provided the foundational bedrock for my sales journey with prospects, which has led to faster deal cycles, higher conversion rates, and record company revenues.

- Rob Zambito - Success Scaled

Jon is the type of AE every customer wants to grab a drink with. His genuine interest in every person who he speaks with allows him to build trust and add value in each interaction. And he does this all while being 100% remote. Jon is adaptable and intuitive when handling complex sales and large deals with multiple stakeholders. He is at the forefront of new sales strategies and technologies always looking for ways to efficiently reduce the sales cycle. I highly recommend him for any senior sales role

- Daniel Johnson - Constrafor

Jon was a valuable part of the early success we had at Qualia. He worked hard to build and establish relationships in his sales territory and was instrumental in the successful distribution in the area. Looking forward to seeing Jon work to close larger and larger deals as he moves about in his career.

- Scott Leese - Scott Leese Consulting / Surf and Sales

Having worked with Jonathan and hired him in two separate roles, I can say that there's no higher praise that a leader can give to a teammate other than to keep going back to the well and bringing them on to new teams. There's a reason that Jonathan has been on the short list of "guys you can count on" in the sales world in Austin. Jonathan exhibits the perfect balance of team mentality and "worry about your own paycheck" type drive. That's a difficult balance to find and is really key in building great teams. Jonathan knows when to lend a piece of advice or encouragement, but he also knows when it's time to put his head down and stay in his lane. In terms of concrete sales skill, Jonathan has exceptional ability to connect quickly with prospects using an above average sense of empathy and combining it was a good sense of overall prospect strategy. Like a lot of high level performers, Jonathan expects to be pushed. If you're looking for cogs in a machine, you're wasting a lot of talent here. If you're looking for someone that can be easily trained to be a self-sustaining sales machine, you've found your guy.

- James Lipton - Qualia

Prior to working with Jonathan, I had no formalized sales journey, let alone one that was scalable, repeatable, and measurable. I wasted time on purposeless calls, and my conversion rates suffered. Jonathan provided the foundational bedrock for my sales journey with prospects, which has led to faster deal cycles, higher conversion rates, and record company revenues.

- Rob Zambito - Success Scaled

Jon is the type of AE every customer wants to grab a drink with. His genuine interest in every person who he speaks with allows him to build trust and add value in each interaction. And he does this all while being 100% remote. Jon is adaptable and intuitive when handling complex sales and large deals with multiple stakeholders. He is at the forefront of new sales strategies and technologies always looking for ways to efficiently reduce the sales cycle. I highly recommend him for any senior sales role

- Daniel Johnson - Constrafor

Jon was a valuable part of the early success we had at Qualia. He worked hard to build and establish relationships in his sales territory and was instrumental in the successful distribution in the area. Looking forward to seeing Jon work to close larger and larger deals as he moves about in his career.

- Scott Leese - Scott Leese Consulting / Surf and Sales

Having worked with Jonathan and hired him in two separate roles, I can say that there's no higher praise that a leader can give to a teammate other than to keep going back to the well and bringing them on to new teams. There's a reason that Jonathan has been on the short list of "guys you can count on" in the sales world in Austin. Jonathan exhibits the perfect balance of team mentality and "worry about your own paycheck" type drive. That's a difficult balance to find and is really key in building great teams. Jonathan knows when to lend a piece of advice or encouragement, but he also knows when it's time to put his head down and stay in his lane. In terms of concrete sales skill, Jonathan has exceptional ability to connect quickly with prospects using an above average sense of empathy and combining it was a good sense of overall prospect strategy. Like a lot of high level performers, Jonathan expects to be pushed. If you're looking for cogs in a machine, you're wasting a lot of talent here. If you're looking for someone that can be easily trained to be a self-sustaining sales machine, you've found your guy.

- James Lipton - Qualia

Prior to working with Jonathan, I had no formalized sales journey, let alone one that was scalable, repeatable, and measurable. I wasted time on purposeless calls, and my conversion rates suffered. Jonathan provided the foundational bedrock for my sales journey with prospects, which has led to faster deal cycles, higher conversion rates, and record company revenues.

- Rob Zambito - Success Scaled

Backed by the Best. Built on Trust.

At GlobeOllie, you’re not just hiring one operator — you have the option of plugging into a trusted ecosystem of high-performance partners. I collaborate with elite minds like Scott Leese of Scott Leese Consulting and Surf and Sales, along with Rob Zambito of Success Scaled, leveraging deep experience in GTM strategy, ops, sales enablement, and customer success. Whether you need strategic firepower, growth execution, or operational clarity, I bring not just my results — but the power of the company I keep.

Drive Revenue Remotely Without Full-Time Overhead

Proven GTM Ecosystem

If you need more than just a closer, I don’t come alone—I’m connected to a trusted GTM strike team. Whether you need full-stack support or just one piece of the puzzle, I can bring in the best:

→ Scott Leese Consulting for sales leadership and RevOps

→ Rob Zambito at Success Scaled for post-sale success, retention, and upsells

→ Mitchell Sullivan at Zero Eight for demand gen and brand clarity

You can engage me solo, or I can loop in the right people at the right time. No guesswork—just operators I’ve already won with.

Fractional Account Exectuvie

I embed into teams fast, close pipeline, and build repeatable sales processes without the cost of a full-time hire. Get experience, execution, and ownership — without the overhead.

Founding Account Executive

I’ve helped early-stage startups hit targets, build GTM foundations, and scale fast — including leading one to acquisition. When you hire me, you’re not starting from scratch.

Digital Nomad Consultant - even with pets

I help professionals relocate, work remotely, and live globally — especially with pets in tow. If you want freedom without chaos, I’ve already mapped the path.

Browse Frequently Asked Questions

Why would I hire you as a Fractional AE instead of a full-time rep?

A full-time AE can cost $20K+/month with salary, equity, and ramp — and still miss.I cost a fraction, ramp fast, and have helped startups close $3M+ and get acquired.You get senior sales execution + optional GTM strike team without long-term risk.

You get a revenue-producing closer and sales strategist in one — no overhead, no long-term lock-in, and no dilution. Just traction, faster.

What exactly do you offer?

I help startups grow revenue. Whether you need a Founding AE, a Fractional AE, or a Digital Nomad Consultant, I bring senior-level sales execution, trusted partnerships, and a location-flexible mindset built for modern work.

What industries or products do you specialize in?

Mostly B2B SaaS and tech—but I’ve sold everything from pre-seed tools to enterprise contracts. If your product solves a real problem and your team moves fast, I can likely sell it.

What’s the difference between a Founding AE and a Fractional AE?

A Founding AE joins full-time and helps build the sales engine from scratch. A Fractional AE gives you senior-level sales help for 5–20 hours/week—perfect if you’re not ready for full-time but still want to close deals.

How does your ecosystem benefit us?

You’re not just hiring a rep—you’re gaining access to my network of founders, advisors, marketers, and closers. I can plug you into trusted specialists, growth tools, and partnership pipelines that shortcut years of trial and error.

Can you work with our team across time zones?

Absolutely. I’ve worked remotely across Europe and the U.S. for years. Whether you need async updates, Slack access, or live sales calls, I adapt to your rhythm.

What’s your dog Ollie’s role in all this?

Emotional support. Brand mascot. Occasional closer. He’s been part of every deal I’ve closed for the last decade—and yes, he has more stamps in his passport than most people.

What results can we expect?

Speed. Clarity. No-fluff. I focus on quick wins (early pipeline, warm intros, fast closes) while building long-term sales foundations—scripts, decks, processes—that scale.

What’s the best way to get started?

Shoot me a message through the Contact page. Whether you want to explore a trial engagement or jump straight into a project, I’ll respond quickly and transparently.

Hire Me the Way You Need Me

Remote Fractional Account Executive

Learn More

Hire a proven closer to step in, hit quota, and build early pipeline structure—without the cost or risk of a full-time AE.

Plug-and-play AE support for early-stage teams

Enterprise + Mid-Market deal expertise

Process consulting + live rep coaching

SDR team collaboration

Weekly reporting and insights

Remote Founding Account Executive

Learn More

Bring in a battle-tested Founding AE to build your GTM motion, close your first $1M+, and shape your early sales culture.

GTM messaging + ICP refinement

CRM pipeline setup + deal desk strategy

Closing strategic + six-figure SaaS deals

Full-cycle execution with founder-level autonomy

Pre-hire + playbook design for future sales hires

Digital Nomad Consultant - Even with Pets

Learn More

I help ambitious professionals (especially dog owners) create borderless, remote-first lives—with or without a roadmap.

Visa stacking, housing, and relocation advice

Europe + U.S. strategy with tax-smart moves

Dog travel + paperwork planning

Nomad survival kits (tech, fitness, safety)

1:1 calls and custom nomad launch plans

Let’s skip the fluff. Want results?

If you’re a founder, head of sales, or operator who needs revenue — fast — let’s talk. I can help. You don’t have to hire blind. You don’t have to wait.

Ready to learn to live like a nomad and fly out with your pet? Don't wait, because life won't.

Book a Free Discovery Call