Sean Anderson — Co-Founder
I help technical B2B SaaS founders between $2M–$10M ARR build outbound sales teams that actually work, so they can scale past $25M without living on sales calls forever. Most of the founders I work with are here: - You’ve got product–market fit and some inbound, but outbound CAC feels brutal. - You’ve hired a few reps or a Head of Sales and results are inconsistent. - A lot of the real selling still happens when you or the CRO get involved. I’ve been in that trench. As CRO at Book4Time, we: - Consistently hit Rule of 40 performance (growth + profitability ≥ 40%) over multiple years. - Doubled deal sizes and moved upmarket while maintaining healthy unit economics. - Built the sales team that dominated luxury hospitality, becoming preferred / MSA vendor with Marriott, Accor, Hilton, Hyatt, Four Seasons – ultimately preferred by 18 of the top 20 luxury hospitality brands. That sales engine helped support a $200M+ exit. Now I help founders install the sales system I wish we’d had earlier: - Recruiting engine: how you attract, select, and hire reps who can sell your motion. - Onboarding & ramp playbook: week‑by‑week plan so new reps become productive in months, not years. - AI-powered roleplay & coaching loop: make practice and feedback a daily habit, not an afterthought. I’m not a generic sales trainer and I’m not here to replace your Sales Leader. I work with them as an augmentation so your team closes more, ramp shortens, and you’re no longer the bottleneck. In a small number of cases each year, once we’ve built a working sales engine together, I’m also able to bring capital or co‑invest alongside the founder when it meaningfully accelerates the upside. If you’re a technical B2B SaaS founder in the $2M–$10M ARR range and you’re serious about: - Making outbound CAC sane - Hiring and developing real sales talent - Getting yourself out of the day-to-day sales grind ...…DM me with “SALES ORG” and a line about where you’re stuck. If I can’t help, I’ll tell you. If I can, I’ll outline what working together would look like.
Stackforce AI infers this person is a SaaS sales expert with a focus on B2B and hospitality industries.
Location: Greater Toronto Area, Canada
Experience: 17 yrs 2 mos
Career Highlights
- Led Book4Time to a $200M+ exit.
- Built high-performing sales teams for luxury hospitality.
- Expert in scaling B2B SaaS sales systems.
Work Experience
RobosizeME - Workflow automation for hospitality
Investor & Sales/GTM Advisor (2 mos)
SalesAcademy.com
Founder (6 mos)
SeedTwo Capital
Sales/GTM Advisor (6 mos)
Agilysys
VP of Sales and Business Development (1 yr)
Lunchbox
Investor (4 yrs 3 mos)
Paerpay
Seed Investor (4 yrs 4 mos)
Archy
Seed Investor (4 yrs 5 mos)
Book4Time Inc.
Chief Revenue Officer (3 yrs 8 mos)
VP of Global Sales (3 yrs 8 mos)
SalesAcademy.com
Founder and CEO (1 yr 2 mos)
SAP
SME Sales Manager - GB Canada (2 yrs 6 mos)
Inside Sales Manager - Business Analytics, Database & Technology (1 yr 5 mos)
Solution Principal - Enterprise Information Management (1 yr)
Inside Sales Account Executive - Business Analytics & Technology (2 yrs 5 mos)
Bodog
Customer Marketing Manager (2 yrs 1 mo)
Sales and Collections Manager (3 yrs)
Education
EMBA 2026 Candidate at Ivey Business School at Western University
Marketing at The University of British Columbia
