James Roloff

Hey, I’m James.

I help business leaders turn digital strategy into action.

With over 20 years of experience building and advising digital strategies, I focus on helping leaders expand their reach, build authority, and generate more revenue without overcomplicating the process.

If digital strategy feels unclear or hard to prioritize, that’s where I help most.

Want to connect?
Send me a message and let’s start a conversation.

Looking for practical digital strategy insights?
roloffconsulting.com/blog

Owner & Digital Sales Consultant

I can help you implement digital selling strategies so that you can take advantage of new opportunities to grow your business. Below are some of the areas I can help:

- Social Selling Strategy
- Search Engine Optimization
- Target Persona Development
- Buyer's Journey Mapping
- Content Strategy
- Pipeline Analysis and Strategy

Send me a message if you'd like to discuss your business.

Gorish Aggarwal

CEO @ Sybill | Generative AI for Sales

Once upon a time, I was building AI to cure blindness, predict blood glucose levels, and even make drones land on moving vehicles. Now? I'm making sure B2B sales reps never have to update their CRM again (which, let's be honest, is a far greater cause).

At Sybill, we don’t just take notes—we execute next steps automatically. Follow-ups, CRM updates, scheduling, research—done for you. Do less, close more. 

750+ sales teams trust Sybill to do the boring stuff, so they can close more deals—and we’ve raised $15M to make it even smarter.

Also started Humans of Sales—because sales is more than quotas and cold calls. It’s about real people.

Follow for AI, sales, and spicy takes. 🚀

Member

RevGenius is a community of revenue-generating sales and marketing professionals brought together to learn, share, support, and grow with each other. Our community is remote-friendly, collaborative, and loves to help. You can consider us your alt work family!


We closed a competitive deal against Gong in... 3 days.

Not 3 months. Not 3 weeks. 3 days.

Here's what happened:

A 45-seat team was running Gong but drowning in manual work.

Their RevOps lead was spending entire weekends analyzing calls just to answer basic questions like "How often does [key topic] come up?" and "Which reps are nailing discovery?"

Gong couldn't answer those questions.

Not without hours of manual digging.

So we showed them Ask Sybill.

We ingested 1,000+ of their Gong calls overnight.

By the next afternoon, we were demoing live insights from their own data.

Their VP of Sales who started the call skeptical, said it was "better than what I would be able to do in Gong and what I've seen from other products."

Their VP of Finance joined day two.

Not day twenty.

Day two.

22 hours after the first demo, they knew they were buying.

The rest was paperwork.

Crazy part: They're not even replacing Gong yet.

They’re stuck in a contract.

But they’re running Sybill on top of it purely for the intelligence layer Gong can’t give them until their contract runs out.

3 days.

1,000 past calls ingested overnight.

One demo.

That's not a sales cycle.

That's a product speaking for itself.

H/T 
Nishit Asnani (Hiring Founding AEs) 
Mehak Aggarwal 
Sahil Parwani
Soumyarka Mondal

Revenue is a team sport. 

So we flew our US marketing team to Mountain View to join SKO for the week. 

Workshops, happy hours, lots of "oooh we should put that on social" moments, and at least three ideas that'll never make it past legal 😂

Collin Mayjack
Drew Spencer Leahy 🥜🧈
Edie Shimel

Most founders think losing top performers is about money.

Keegan Otter (Software Cowboy 🤠) at Warmly, learned something different.

His best AEs weren't asking for bigger comp plans. 

They were drowning in admin work and ready to walk.

His solution? 

Strip out the manual work that was quietly capping their capacity.

The result: Warmly hit $6.7M in 2025. And he kept the team that got him there.

Keegan's joining us next Tuesday to break down exactly how he did it:

→ Where rep time actually disappears (hint: it's not "selling") 
→ The operational changes that unlocked more pipeline per rep 
→ A live look at the workflows his team runs daily

📅 Tuesday, Feb 10 
⏰ 10am PT / 1pm ET

If you're feeling the tension between aggressive targets and rep burnout, this one's for you.

Link in comments 👇

taplio

The Battle

James Roloff

Gorish Aggarwal

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taplio

The Battle

James Roloff

Gorish Aggarwal

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Gorish Aggarwal's LinkedIn Performance

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Performance ScoreGorish Aggarwal's LinkedIn Performance