Founder @MSP Consulting | Enterprise Sales for Startups | $2M => $10M ARR

Most founders aren't bad at sales. They’re just alternating between winging it and following playbooks that were built for companies 10x their size.

I never planned on a career in sales (I studied international relations). But when I fell into sales I realized it was the same skill…understand a situation deeply, then tell a persuasive story around it.

The further I got, the more I kept seeing the same thing. Companies hit the same walls at the same stages and made the same (avoidable) mistakes. And most of the advice for founders was either way too complicated or built for someone else's business.

I didn't want to manage bigger teams at bigger companies. I wanted to help founders solve those problems before they burned 12-18 months figuring it out the hard way.

I work with B2B SaaS founders between $1M–$10M who are building enterprise and midmarket sales orgs. I help them cut through the noise, find the highest-leverage fix, and build something repeatable — without overcomplicating it.

No generic advice or playbooks borrowed from $500M companies. Just proven frameworks built for your stage. 

Book a strategy session below. You’ll leave with clarity on the biggest thing slowing you down right now, and how to fix it.

Monica Stewart

Partnerships Lead@Holly Health | Empowering Patient Self-Management & Reducing Staff Pressures | | Digital Health

Commercial lead with experience running full-cycle B2B sales across SaaS and services, operating from first contact through to contracted value, renewal, and account growth.

Recent work includes securing six-figure healthtech startup revenue within twelve months alongside delivery responsibilities, expanding a Tier 1 renewal by 52%, and co-authored a successful five figure £ Innovate UK grant application.

Earlier in my career, I carried multi-million-pound enterprise and public sector quotas and closed a seven-figure enterprise commitment over a sustained cycle.

I work in environments where judgement and accountability matter. This includes founder led teams, autonomous commercial functions, and established organisations that expect one person to manage complexity across discovery, stakeholder alignment, and decision progression.

My background spans SaaS, services, enterprise IT, and regulated markets, including complex procurement and multi-stakeholder buying processes. I have worked in both lean, sometimes often scrappy teams and well resourced environments with full tech stacks.

The approach focuses on commercial control. Clear ownership of next steps, cost of inaction framing, stakeholder sequencing, and decision risk management keep effort directed at opportunities that can convert, rather than activity that looks busy but goes nowhere.

I use AI selectively within commercial work to support analysis and decision quality, not to replace judgement. Diagnostic tools are used to surface risk early and sharpen discovery in live deals.

Open to full time commercial roles in B2B Sales: SaaS or services. 
Also open to short-term, clearly defined commercial engagements where experienced judgement is required.

Based in Glasgow. Open to remote or hybrid roles.

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Monica Stewart

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