Farm visit prep · Waterloo · August 2026

The briefing panel

Hosts, network, product facts, and the game plan for the overnight at The Battle Field Farm House. People and repo facts verified 23–24 Aug 2026.

The one thing to internalize: you are not visiting a retired founder. Chris is 6 months into being a full-time startup CEO again (twelvesenses), Diana runs a consultancy and is his CPO, and the whole ex-Waeg crew operates as one connected unit: consultancy funds and staffs the studio, the studio funds the startups, the farm is their shared stage. Mentoring founders is literally one of Chris's stated occupations. Your ask fits what he already does on purpose.

Your common ground is real but thin: 3 years as a Salesforce Architect at Waeg, 5 years total on one ex-Waeg client Chris knows well. You barely spoke personally back then, so treat this as building a relationship, not resuming one.

New since the first brief: Ivo Costa reached out on WhatsApp, hopes "we are going to work together," and hinted you could "be part of something exciting." He will not be at the farm, but Chris and Diana almost certainly know what he means. Expect the topic to surface; your holding response is in the Game plan tab.

Chris TimmermanFounded Waeg 2008, sold to IBM 2021. Now CEO of twelvesenses, co-runs the venture studio, director at Octopus Consulting.
Diana Graur8 years at Waeg, left as COO. CEO & co-founder of Octopus Consulting, CPO of twelvesenses. Ex-designer, funny, self-deprecating.
The Octopus clusterConsulting (Salesforce boutique) + Venture Studio (Chris & Ivo's fund) + twelvesenses (the startup) + the Waterloo farm venue.

Timeline: Waeg to now

  • Chris founds Waeg while still doing hands-on Salesforce delivery at Electrabel. Grows it to ~200 people, 7 countries, Platinum partner.
  • Diana joins Waeg as a CX design / change management consultant (she was a graphic designer in Bucharest before that).
  • IBM announces the Waeg acquisition, its second Salesforce partner buy that year. Price never disclosed. Brand survives as "Waeg, an IBM Company."
  • Earnout years. Diana rises to Head of Consulting, then COO (Feb 2023).
  • Diana leaves and co-founds MavenHive with Jens Vanden Meersschaut.
  • Chris exits IBM. Weeks later co-founds FoundersOhana, a community for founders who sold their companies.
  • Chris invests in Learnr.be, then joins Diana's company as director. MavenHive rebrands to The Octopus Consulting.
  • Chris and Ivo Costa start Octopus Venture Studio in Waterloo.
  • "The Battle Field Farm House by Octopus" opens as their customer and partner venue.
  • CES: twelvesenses go-to-market launch, "in partnership with Octopus Consulting, funded by Octopus Venture Studio."
  • Chris goes full-time founder/CEO at twelvesenses; Diana adds the CPO hat.
  • You visit. Octopus Consulting is meanwhile hiring a Business Development Director.

Chris Timmerman

NowFounder/CEO twelvesenses.ai · co-founder Octopus Venture Studio · director at Octopus Consulting · co-founder FoundersOhana · investor/advisor Learnr.be
BaseBrussels / Waterloo
EducationMBA, Cass Business School London (entrepreneurship + international business)
CommunitiesEntrepreneurs' Organization Belgium (loves the retreats: sailing in Knokke), PEF Community
Self-description"Strategic risk taker, optimistic contrarian, and hyperactive doer!"

Two things about his past matter for how you talk to him. First, he was a delivery person before he was a CEO: six years as a business analyst and program manager at Electrabel, shipping 20+ force.com apps with SAP integrations. He will actually understand SalesPros at the feature level. Second, his own explanation of Waeg's success is people-first culture, not sales genius, and he repeats it consistently:

"Putting people first, whether team members or clients, creates the foundation for a truly successful and profitable business."— his LinkedIn Waeg retrospective

What he posts about lately

  • Deskless workers as the frontier: "Over 70% of work is done deskless." Wearables, voice, agentic support in the moment of work.
  • The "Donna" demo: a voice agent for Salesforce field service, run live over dinner at the farm. Engineer prepares for a visit, closes the case, and triggers invoicing entirely by voice.
  • CES takeaways: Europe at the AI forefront, AI-led factories with digital twins, industrial smart glasses going pervasive.
  • Venture-studio wins (Learnr's third customer) and EO Belgium community life.
Hooks for conversation You know the client he knows: 5 years as Architect on the same ex-Waeg engagement is your natural opener. Beyond that: what he'd do differently in Waeg's first 3 years, how Waeg won its first customers with zero brand, and how he decided services then vs product now. FoundersOhana means he thinks hard about what exited founders should do next; he chose to build again. Worth asking why.

Diana Graur

NowCEO & co-founder, The Octopus Consulting · CPO, twelvesenses (since Apr 2026)
BaseBrussels; originally from Romania (Bucharest Academy of Economic Studies)
Waeg years2016–2024: CX consultant → practice lead in Waeg Envision (strategy division) → Head of Consulting → COO
Before WaegGraphic/brand designer: ad agency account work, freelancing, lead designer for IMWorld (Romania's biggest tech expo)

Her arc is the unusual one: designer → CX consultant → COO → CEO, no technical background, which makes her the strongest person in the room on positioning, customer experience, adoption, and brand. She rebranded her own company once already (MavenHive → Octopus) and clearly enjoys marketing stunts (the "Octotruck," a free-first-Agentforce-use-case Black Friday deal, DJing at Salesforce community parties).

"If you never get booed, you're not really taking any risks over there, are you? Get booed. Bonus points if they throw vegetables."— her LinkedIn post on becoming an entrepreneur

Same post, the serious part: she once thought she lacked the charisma and risk appetite to be a founder, and the unlock was surrounding herself with complementary people instead of doing everything alone. That is almost exactly your situation in mirror image (you have the product depth, not the GTM), and she is likely to recognize it.

Hooks for conversation Her consultants are your ICP: 20–30 senior Salesforce people living in SOQL, Apex, and data loads daily. She can tell you in one evening whether they'd pay, what tools they actually use (ORGanizer? Inspector Reloaded?), and how a consultancy buys tooling. Also good: what she learned jumping from COO of a 200-person firm to CEO of a 5-person one, and how Octopus won its first clients.

The Octopus Consulting Salesforce Summit Partner

WhatSenior-only Salesforce boutique, "Building what's next with Salesforce"
Size~20–30 people; hiring bar is 5+ years of Salesforce, team averages 12 years, 150+ certs
OfficesGent (BE) and Lisbon (PT)
Clients shownIMCD, SD Worx, EQUANS, Statamat, B&C
FoundedMay 2024 as MavenHive (Diana + Jens); rebranded Nov 2024 when Chris joined

Four offerings: end-to-end implementation; org audit and technical-debt cleanup (positioned against sloppy prior partners); AI governance ("Agentforce with EU AI Act included"); and the differentiator, wearables + voice AI for deskless workers. Their demo wardrobe includes Vuzix and INMO smart glasses, watches, and smart rings. Notably, the smart-glasses demo runs Claude-powered on-lens diagnostics against live Agentforce/Salesforce data, "cited down to the page."

Recent activity: sponsored Salesforce Summit Netherlands (Hilversum, May 2026), presented at the Agentforce Service Demo Jam (Mar 2026), joined a Portugal–Sweden trade mission (they seem to be probing the Nordics from the Lisbon office), and are currently hiring a Business Development Director in Brussels. Growth mode, sales-capacity constrained.

Octopus Venture Studio

WhatPurpose-driven venture studio: "every venture has a positive impact on people, society or our environment"
WhoChris + Ivo Costa; 2–10 people; HQ Waterloo, founded Jan 2025
ModelStudio-led (in-house ideas) and founder-led (founders join at concept-validation stage; studio helps prove product, demand, pricing, business model)
Known betsLearnr.be (e-learning for police/fire/emergency), twelvesenses, STRAELA (site testimonial)

No published check sizes, no application process, zero deals recorded on PitchBook. Read it as a personal vehicle for backing people they know, "financially, strategically and operationally" (their words about Learnr). This confirms your instinct: funding here would follow a relationship, never a pitch deck. Don't treat it as a fund; treat it as what mentorship looks like when Chris commits.

twelvesenses.ai stealth-ish

What"AI-Powered Risk Intelligence for Deskless Workers. Predicting human operational risk before it becomes an incident."
ProductThe "Artificial Thalamus": a layer between people, equipment, and enterprise systems; fuses wearables, cameras, sensors, and business platforms to predict fatigue, distraction, unsafe adaptation. Names Salesforce, ServiceNow, and SAP as systems that can receive events.
TeamChris (founder/CEO, full-time since Mar 2026), Ivo Costa (co-founder/COO), Diana (CPO). "A founder-led team building the leadership that will take this to market"
StageVery early: Delaware C-corp, offices "to be disclosed" (SF, Lisbon, Dublin), demo-driven sales, NVIDIA Inception member, LinkedIn page has 18 followers and zero posts, no press found
Framing80–90% of workplace accidents are human error; 5,070 US occupational deaths and $181.4B costs in 2024. "Augment humans, not replace them"

This is where Chris's head is right now. He is living the exact same phase you are: pre-revenue product, GTM being invented, hiring the first leaders. That symmetry is a gift for the conversation: you can ask how he is deciding pricing, first customers, and positioning at twelvesenses, and the advice flows back to SalesPros naturally.

The farm you're sleeping at

"The Battle Field Farm House by Octopus," Waterloo (yes, that battlefield). A historic property they renovated and opened around November 2025 as a hospitality venue for customers, partners, and Salesforce leadership: executive dinners, live demos, Bang & Olufsen-sponsored sound. The Donna voice-agent demo premiered over dinner there; Salesforce executives have visited for "dry runs." Expect a purpose-built setting for exactly the conversation you want, possibly with smart glasses and demo hardware within arm's reach. If they offer a demo, take it: reciprocity opens the door for showing SalesPros without it being a pitch.

Who else you might meet or hear about

  • Ivo Costa. Chris's closest operating partner: co-founder/COO of twelvesenses, co-founder of the venture studio, "venture architect." Will NOT be at the farm; he reached out warmly on WhatsApp and you have a call with him next week. Full profile and the "work together" analysis in the Ex-Waeg network tab.
  • Jens Vanden Meersschaut. Octopus Consulting co-founder, ex-Waeg, Diana's original MavenHive partner. Runs the consultancy with her day to day.
  • Jan-Willem V. Belgian police chief inspector and founder of Learnr.be, the studio's first bet.
  • Matthias de Bock. Was sales/marketing director at Octopus Consulting through the Donna era; now at Snowflake. May come up in stories.

Why this all matters for SalesPros

  • Diana's firm is a live ICP sample. Senior-only Salesforce consultancy = the densest possible pocket of SalesPros users, and the Team plan was built for exactly that buyer shape.
  • Chris chose product over services for his second act. He can speak first-hand to the services-vs-product question you'll face, and to selling into the Salesforce ecosystem from Europe.
  • They already build with Claude + Agentforce. Your AI features and MCP/agent story will land with people who ship agentic Salesforce demos weekly. Complementary, not competitive: they bet on deskless voice/wearables, you serve the desk-side power user.
  • Their whole playbook is relationship-led GTM: community events, demos over dinner, guerrilla marketing, a venue instead of an ad budget. Whatever advice you get will likely lean that way; it happens to suit a solo founder with a near-zero budget.

The wider network

Researched 24 Aug 2026 via LinkedIn (logged-in session). These are the people to reconnect with after the farm; Ivo's call is already scheduled for next week. When Chris asks "who should I connect you with," the first two names below are your answer. Full notes live in research-network.md.

Yves Van Looy warm · sales brain

NowSenior Advisor AI & Business at PwC (external/self-employed, since Jan 2025) · manager of his own Axxess BVBA
WaegSep 2019 – Jan 2025: Director → Senior Director Delivery → Senior Sales Manager → Managing Director
Before~12 years Oracle (principal presales, then Benelux partner enablement) → Salesforce EMEA partner-practice development → managing partner at 7dots (Salesforce partner)
ActivitySparse; mostly PwC reposts on AI-driven change, partner-led growth, EU AI Act, SAP transformation. Last original posts are 3–4 years old.

The most senior pure-sales brain in your network, and he has sat on both sides of the Salesforce partner relationship (inside Salesforce doing partner enablement, and running partners). He can explain how a new tool gets adopted inside consultancies and what partner-led distribution actually requires.

Reconnect angle Ask for candid sales advice, not a favor: what do early-stage founders misunderstand about partner-led growth, and what proof does a consultancy need before recommending a tool internally? A targeted intro request comes later, once he's seen the product.

Nick Celis warmest · fellow founder

NowCo-founder of Moss (workwithmoss.be), Apr 2026, Ghent: AI agents that take repetitive work out of company processes
PathWaeg Business Partner CX (Oct 2021 – Jun 2024) → freelance CRM/data/AI at The Octopus Consulting (Jun–Nov 2024!) → Inkubis → Moss
EarlierCo-founded IntoData 2015, grew it to ~25 people before exiting. This is his second founder run.
Moss tractionSeveral customers, workshops, go-lives; hired an AI software architect; brought in Maarten Laruelle to sharpen ICP and GTM; posts weekly about agent adoption, shadow AI, vendor lock-in, EU sovereignty

Two things changed since you last looked. He is a founder again, four months into exactly your next phase (first customers, ICP, GTM), so he is living your problems in real time rather than remembering them. And he freelanced at The Octopus Consulting for half of 2024, so he knows Diana's shop from the inside and can give you an unvarnished read on the whole Octopus cluster.

Reconnect angle Founder-to-founder, no agenda needed: how did Moss win its first customers, what changed between demo and production, how is he refining ICP? He will pick up the phone. Also the best person to sanity-check any "work together" proposal from the Octopus side.

Anup Jadhav long shot · AI + ecosystem

NowAI Product Lead at Oxford Dynamics (defence decision support), plus his own Inference Forge consultancy. London. 12k followers.
SalesforceNov 2020 – Apr 2025: Senior Program Architect → Director Solution Architect Program → Director Partner Delivery Success → Partner Alliances AI & Data Director. He has LEFT Salesforce.
Writes aboutProduction agent systems: single vs multi-agent design, "loop engineering," agent memory, cognitive debt from coding agents. Several original posts per month via anup.io. No recent Salesforce content.
SalesforceBenTwo old articles (2020, 2022); author bio stale; no visible current editorial relationship. A possibility, not a channel.

The reconnection hook is better than expected, but it is not Salesforce. His current writing maps almost exactly onto how you built SalesPros: agent orchestration, when multi-agent beats single-agent, verification loops. Reconnect on AI engineering, where you have genuinely interesting field experience, and let Salesforce and SalesforceBen come up later if the conversation warms.

Reconnect angle Reply to or reference his single-vs-multi-agent post with your own data point: a solo founder shipping a seven-surface product through orchestrated agents. That is a real contribution to his topic, not a pitch. Park the SalesforceBen idea until there is a relationship again.

Ivo Costa call next week

NowCo-founder/COO twelvesenses (Mar 2026) · co-founder Octopus Venture Studio (Jan 2025) · Strategic Architect / Venture Builder / Board / People & Culture at Octopus Consulting · co-founder FoundersOhana · long-time mentor (The Mentoring Club)
BaseLisbon (explains the Lisbon offices across the cluster)
WaegJun 2020 – Sep 2024: L&D lead, then CHRO through the IBM integration. Your monthly-coffee near-friend from that era.
Recent signalsShared the Octopus BD Director opening (Diana as contact); Sweden market-development mission with Chris incl. Salesforce Nordics leadership, "some conversations continuing"; wrote that the separate initiatives are becoming "a more structured system" to be connected and scaled together
The "work together" signal On WhatsApp (24 Aug) he wrote he hopes "we are going to work together" and that if you're open, you could soon "be part of something exciting." LinkedIn narrows what that could mean to three plausible shapes: (1) Octopus Consulting wants commercial/Salesforce capacity while opening new markets; (2) twelvesenses needs Salesforce integration and enterprise-readiness skills; (3) the venture studio absorbing or backing SalesPros in some form. All three are hypotheses. The move for the call: stay warm, stay interested, and make him name it concretely: which company, what problem, what role, what economics, and what happens to SalesPros's ownership and independence. Commit to nothing on the call; the same holds at the farm if Chris raises it.
For the call next week Ask about the continuing Sweden / Salesforce Nordics conversations (reveals whether the need is sales, delivery, or product), and ask him to explain how twelvesenses, the consultancy, and the studio relate operationally. Both are questions he will enjoy answering, and both tell you what "work together" means before you have to respond to it.

SalesPros: the facts you carry in

Everything here is source-verified against the repo (24 Aug 2026, master). Deeper detail: project-snapshot.md and product-tiers-and-discount.md.

State in one paragraph: feature-complete v1, far past typical MVP depth, entirely pre-launch: zero users, zero revenue. Chrome extension (SOQL editor, data loader, Apex, record tools, org compare, permissions, vault, AI), native Companion (real Apex LSP + MCP/CLI for agents), Excel add-in, Team plan, marketing site in coming-soon mode. Built solo in ~8 months at 20–30 h/week, ~1030 PRs, near-zero running costs. Committed: Chrome Web Store submission late September 2026. Remaining gates are days of checklist work: reviewer smoke + CWS submission, Companion re-release with the new pairing protocol, production billing end-to-end, email activation, site go-live.

Pricing and plans

PlanMonthlyYearlyWhat it adds
Free$0$0Core editors, completions (incl. picklist/record-type values), data loader, REST console, debug logs, unit tests. Metered in exactly four places: 10 vault credentials, 24h execution history, 1 active loader run, $me-only aliases.
Basic$15$150Everything client-side: Apex LSP, advanced data loader (row editor, formulas, history), live reference search, record snapshots, compare/permissions tools, unlimited vault, BYOK AI.
Pro$25$250Basic + cloud sync + managed AI + Companion agent channel (MCP) + Excel at $9 instead of $15. Nothing else separates Basic and Pro.
Team$35/seat$350/seatFull Pro seats + shared team library. Closed at launch. No founding discount (separate checkout path).
Excel add-on$15 ($9 w/ Pro)$150 ($90)Write-back to Salesforce from Excel; reads are free on any plan. Closed at launch.

Managed AI caps: 30/day, 300/month per user, 1,000/day global, routed through OpenRouter only. BYOK capped at 500/day. Only 5 of 19 capabilities are server-enforced; the rest are honest-user UI gates.

Founding discount: what is actually true

Market and competition

ToolCWS installsNote
Salesforce Inspector Reloaded500kFree, OSS, the mindshare default. Was 50k in Jul 2024 — 10x in two years, the strongest demand-growth proof you have. "A tool for nerds": powerful, but a utility, not a product.
Salesforce Inspector (original)100kUnmaintained since Dec 2022, still installed everywhere.
ORGanizer80k listed (~90–100k per dev email)The named paid comparable; PRO is $2.29/mo. Comparison page ships on the site.
Salesforce advanced Code searcher60kGoing stale (last update Nov 2024).
Salesforce DevTools50k
Salesforce Logins (Synebo)40k

CWS counts pulled live 2026-08-24; the store rounds down into bands (500k means 500–999k) and counts installs, not humans.

The optimistic read, which is also true: ~850k installs across the top eight tools — with heavy overlap, call it 400–600k unique practitioners — prove the audience exists, installs browser tools, and is reachable through the Chrome Web Store. You are upgrading a proven market, not creating one. A bottom-up cross-check lands in the same range: 150k+ customer orgs × 2–5 power-user seats = 300–750k. Wider funnel context, corrected after fact-checking: 170k+ certified professionals (a floor; no official count exists — the "~1M certified" figure is unsupported), 20M+ Trailblazer Community members (Salesforce's own wording; Trailhead usage itself is ~7M). The "~4M developers" figure is a 2016 AppExchange-installs stat — never cite it.

The sober read to keep private: at a 2–5% free-to-paid rate, the 350–400 payers you need (≈ €8–10k/mo, your quit threshold) imply roughly 10–20k active free users. That is the actual mountain, and it is a distribution mountain, not a product one.

Moat, in your own words

Salesforce will not ship this (the Dev Console has been neglected for 15 years; Inspector has existed for a decade without a Salesforce response). Agentforce is orthogonal: SalesPros is for people at the keyboard doing the work, and could even integrate Agentforce later. A volunteer OSS project cannot copy the surface area coherently: backend, sync, Companion, managed AI, Excel, team libraries all need someone whose job it is. Your unfair advantage: you are the ICP (10+ years Salesforce, 5 as architect on one org), you have breadth beyond Salesforce, and you demonstrably ship at a pace a side project cannot match.

The 60-second version

"I'm building SalesPros, a Chrome extension for people who live in Salesforce all day. Think Inspector Reloaded or ORGanizer, but built like a real professional product: an encrypted credential manager, a SOQL editor with actual schema-aware completions, a data loader that validates against the schema and lets you edit data in an Excel-like grid before you load it, Anonymous Apex with LSP support, permissions analysis and other admin tools. One extension instead of five. Plus two things nobody else has: a native companion that exposes SalesPros as MCP for agents and runs Salesforce's real Apex language server locally, and an Excel add-in with live Salesforce tables. I've been a Salesforce developer and architect for over ten years and built it because every existing tool made me settle for less. Free tier plus paid plans, submitting to Chrome Web Store in September."

Delivery notes: say it once out loud before the trip, then stop rehearsing. If a laptop is nearby, show the query-to-data-loader flow instead of describing it; the tool demos better than it describes.

The game plan

What you're there for: mentorship, ideally recurring; the Octopus pilot as your one ask; and answers on distribution, which is your real bottleneck. Not funding, not a pitch. You leave successful if three decisions change, not if thirty pages of notes exist.

If "work together" comes up

Ivo's WhatsApp message makes this likely. Chris and Diana probably know what he means; you don't yet. So decide the posture now, not at the dinner table:

The 8-months question, owned

If asked why nothing has shipped in 8 months: it started as a tool for yourself, you're paid well enough not to rush monetization, and you chose to perfect it before releasing. One sentence of self-awareness helps: "Building was the comfortable part for me, which is exactly why I'm here before launch instead of after." Then the date: CWS submission late September. Don't apologize twice.

Spend most of the business time on distribution

Roughly 70% of whatever business conversation happens. Your funnel math (10–20k free users for 350–400 payers) is the honest framing of why.

For Chris

For Diana

The one ask: the Octopus pilot

Answers to have loaded

Running the 24 hours

Leave with

  1. The pilot agreed in principle, with a named person to set it up with.
  2. A soft mentorship cadence: "can I write you a short update monthly and grab a call when something's decision-shaped?" is easier to accept than "will you mentor me."
  3. Two or three intros (Yves and Nick are your named candidates; let Chris add his own).
  4. Their honest read on the ladder (individuals → Excel → Team → enterprise) and the founding discount.
  5. The launch date said out loud, to someone whose opinion you care about.

What they may ask, and how to answer

Drafts, not scripts; say it your way. Items marked your input still need a real answer from you before the trip. Full version in qa-prep.md.

Warm-up

"How's the old client? Still there?" your input

Likely the literal first question. Five years on the engagement, three under Waeg, two after. Pick one concrete post-IBM story before the trip; nostalgia is your fastest rapport channel with Chris.

"Why did you reach out now?"

"I've been building something for eight months and I'm about to release it. The building part I can do. The business part is where I don't know what I don't know, and you're the person I most trust who's actually done this. I didn't expect a farm invitation, I was hoping for a coffee call."

"So what do you want from me?"

"Three things, honestly. Your read on my plan, because you'll see holes I can't. Some form of staying in touch, even just a short written update from me monthly and a call when something is decision-shaped. And if it makes sense after tonight, an introduction or two to people from the old crew."

For Diana separately: the pilot (see Talking points).

Product

"What is SalesPros?"

The 60-second pitch (SalesPros facts tab). If a laptop is in reach, offer to show instead.

"Why pay when Inspector is free and everyone has it?"

"Watch what happens when I write a query. Real schema-aware completions, results, then one click and I'm in a data loader that already validated everything against the schema, where I can edit the data in an Excel-like grid before loading. In Inspector that's three separate tools with a CSV export in the middle. And that's one of about six workflows like it. Inspector is a brilliant utility; this is a product."

"Show me."

Have the 3-minute path decided and rehearsed once: dev org logged in beforehand → composer completions → run query → handoff to loader → edit grid → validate. Backup moments: the vault, Apex LSP completions, MCP tools from a coding agent. Improvising a demo is how good tools look bad.

"What if Salesforce ships this?" / "Doesn't Agentforce eat it?"

"They won't, and the proof is fifteen years of the Developer Console. Inspector has existed for a decade without a Salesforce response; power-user tooling is simply not where they invest. Agentforce is orthogonal: my users are people at the keyboard doing the work, not delegating it. If anything I'd integrate Agentforce later, and Salesforce likes things that drive Agentforce usage."

They live in Agentforce world: dismiss the overlap, never the wave.

"What stops Inspector copying your best features?"

"Features, maybe. But not the coherent whole: the backend, sync, the Companion with a real language server, managed AI, Excel, team libraries. Sustaining that is a full-time job, and a volunteer OSS project has no incentive structure for it. I know exactly how much work it is because I did it."

"Why a Chrome extension?" example

"Because that's where the work happens: on top of the Salesforce UI, in the browser, all day. And where the browser is the wrong tool, I didn't force it: the Companion is native and the Excel add-in lives in Excel."

"Platform risk? Chrome could change the rules." example

"It's already Manifest V3, so the big purge is behind us. And the Companion, the Excel add-in, and the backend live outside the browser, so the product isn't one Chrome policy away from zero."

"Security and privacy? My consultants work on client orgs." (Diana; decides the pilot)

"Record data flows directly between the browser and Salesforce; my backend never sees it. Credentials are encrypted. Analytics are opt-in and EU-hosted, with retention crons that actually delete things. I wrote the Chrome Web Store privacy justifications the way I'd want to read them as an org admin. For a pilot I'd gladly walk your most paranoid consultant through the architecture."

Business

"Eight months and nobody's using it?"

Owned once, no apology spiral: started as a tool for yourself, well-paid job removed the rush, you wanted it excellent first. One line of self-awareness ("building was the comfortable part for me, which is exactly why I'm here before launch"), then immediately the date.

"When do you launch?"

"Submitting to the Chrome Web Store late September." A date, not a list of gates. If probed: reviewer smoke, billing end-to-end, email activation; days of checklist work.

"What's your pricing and how did you pick it?"

"Free tier, $15 Basic, $25 Pro, $35 team seats later. Anchored against ORGanizer's paid tier and what a professional tool is worth to someone who lives in it daily. Fifty-percent founding discount for early users, locked in for as long as they stay subscribed, claim window a few months. And the honest answer is nobody has ever paid, so pricing is a hypothesis, and it's one of the things I wanted your read on."

"How will people find it?"

"That's my weakest area and the main thing I want to learn from you two. Current plan: technical blog posts with the tool visible in GIFs, pushed through LinkedIn and the Salesforce community, plus a pilot with real consultants. The math says I need ten to twenty thousand free users for a few hundred paying, and I know a good product doesn't market itself. So: how would you two get a new tool in front of Salesforce people today?"

"What's the goal, lifestyle business or something bigger?"

"Honest version: a profitable business that lets me go full-time, which for me is around 350 to 400 paying users. That's the plan I control. I'm not chasing venture scale, but I'm not religious about it either; if it grows into something bigger, great."

You said you're comfortable sharing real income numbers with Chris; doing so builds trust.

"Would you take investment?"

"It wasn't on my radar before this trip, honestly. I'd consider it from people I trust, and you're on a very short list. But it's not why I came, and nothing forces it: I have income, near-zero costs, and time."

"You're doing this alone? What about a cofounder?" your input

"Alone, plus a small army of AI agents that do a lot of the building with me. I'm not looking for a cofounder right now; my gap is go-to-market knowledge, and I'd rather close that through people like you than by giving half the company to someone I haven't met yet."

Confirm: is "not looking" actually your position, even if the right non-technical person appeared?

"What happens when real users hit, at 20-30 hours a week?" (Diana will think of this)

"The support tooling already exists: an admin console, an iOS admin app with push, a log viewer users can export from. And the launch is staged on purpose: individuals first, teams later, enterprise when there's capacity. I'm not pretending I can support ten thousand users tomorrow; the plan doesn't need me to."

"Company setup? Taxes?" your input

Draft: "Being handled with professional help; not a launch blocker." Confirm what's true: entity status, and whether anything is genuinely unresolved before taking payments.

"What does it cost to run? What would money even buy?" your input

"Infra is near zero: Convex, Vercel, free-tier error tracking. The real spend is AI tooling, roughly [X] a month. Money wouldn't buy servers, it would buy my time, which is exactly why I'm not raising."

"What would make you stop?" your input

"There's no cliff; the pace is sustainable next to the job. But if a year of real marketing effort produced no conversion signal at all, I'd have to conclude the problem is the market, not the execution, and rethink."

"Where is this in three years?"

"The tool Salesforce professionals install by default, the way Inspector is today but paid and better. Me full-time on it. Maybe one or two people helping. The enterprise plan open. I'm deliberately not writing fiction beyond that."

Curveballs

"Ivo mentioned you two might work together."

"He hinted at that too, and I'm genuinely curious. I want to understand what it means concretely before I react: which company, what role, what happens to SalesPros. Let's not solve it over dinner."

"Would you ever sell it?" example

"I'm building it to be independent and profitable, not to flip it. But I watched you sell Waeg, so I won't pretend outcomes don't exist. It's just years too early for that conversation."

"What did building with AI agents actually change for you?"

Not a threat, a gift: the conversation Chris the AI founder wants to have. Have two or three concrete stories ready (orchestration across machines, what agents are genuinely bad at, the ~1030-PR number, review discipline).

"What's in it for Octopus?" (if the pilot lands transactionally)

"I'm not asking you to buy anything. Your consultants get a professional tool free and genuinely shape it: pilot feedback becomes features in days, not quarters, because there's no committee between you and me. If it makes them faster, everyone wins; if it doesn't, you've lost nothing and I've learned why."

Deeper inventory: the What I bring tab.

Things worth raising, with drafts

A menu, not a checklist: pick what the conversation invites; forcing any of these is worse than skipping all of them. Full version in talking-points.md.

Product moments (pick two or three; demo beats describe)

The release story

Distribution ideas to float

People and asks

Interesting-person material (rapport, not resume)

Guardrails

What I bring to the table

The other direction of the visit: why a relationship with you is valuable for them. Knowing this changes how you sit in the room, even if you never recite any of it. Source doc for iteration: value-to-octopus.md.

The honest baseline: SalesPros has zero users and zero revenue. What they get today is the artifact (a finished, deep v1), the person who built it, and the option value of being close to both before anyone else. What they can do for you is immediate; most of what you offer them compounds later. That asymmetry is normal, and it is exactly the trade a venture studio exists to make.

For Diana / Octopus Consulting

For Chris / the studio / twelvesenses

The brand, if associated

Value by relationship shape

ShapeThey getYou getMain risk to you
Mentorship onlyChris does what he publicly loves, with a founder who shipsGuidance, intros, accountabilityEssentially none
Pilot / design partnerTool + influence over it; margin; brand storyTeam-plan validation, senior feedback, recurring contactPilot scope creeping into free custom work
Channel / affiliate (later)Product story, possible revenue shareDistribution into ICPComplexity before product-market fit
Studio investment / incubationDe-risked Salesforce-native product + proven builderCapital, GTM muscle, networkOwnership, control, independence: undefined until terms exist
Your time (delivery / twelvesenses)Senior capacity they're constrained onIncome, closenessThe trap: consumes the hours SalesPros lives on
The time trap Their most likely spontaneous want is your TIME: they're hiring, senior-constrained, and you clear their own bar. That is the one form of "working together" that directly cannibalizes SalesPros's 20–30 h/week. Boundary decided in advance: expertise yes, opinions yes, ongoing delivery capacity no.

If asked "why is this interesting for us?"

"Your consultants would use it tomorrow, and shaping it costs you nothing. Beyond the tool, I've spent a year learning how one person ships a whole product line with orchestrated AI agents, which is the same bet you're making across your ventures. And if it ever makes sense to go further together, you'd be starting from a finished product, not an idea."

Open questions, still iterating

Different category Karolina is a friend of 8+ years, not a business contact, not an outreach target, and never to be mixed into the Octopus/Waeg list. This tab exists for one purpose: the advisor chat TODAY (24 Aug), where she helps you sharpen what to ask at the farm tomorrow. No pitch, no preparation theater; it's a conversation with a friend who happens to be very good at exactly this.

Who she is professionally, current as of today

NowDirector of Strategic Development at Everix Optical Filters (Orlando-based deeptech, since Jun 2023) · still an active Venture Partner at Eurazeo (since Sep 2023), focused on CEE sustainable-industry Series A/B · curator at Hello Tomorrow · Global Women in VC · Forbes 30 Under 30
VC backgroundICOS Capital 2020–2023 (associate → investment manager; Industry 4.0, agrifood, cleantech, deeptech), board observer at Invert Robotics, earlier ValueTech Seed Fund
Founder sideCo-founded medtech startup MEDIPRINTIC (2018–2021), so she has sat in your chair too
EverixUltra-thin optical filters, 34 patents, claims 10% of the Fortune 50 as customers; wearables, AR/VR, LiDAR, medical devices. She works international GTM for a deeptech operating company daily.
RecentPosts from CES, Photonics West, Tokyo, Seoul, Brussels; spoke in Seoul on doing business in Europe vs US vs Korea; European Parliament event on the gender investment gap

The useful fact: she is simultaneously an operator (Everix strategy) and an investor (Eurazeo venture partner). She can look at the farm situation from both sides of the table in one conversation, which is exactly what you need today.

What to ask her today

About tomorrow's conversation

About the "work together" signal

About the plan itself

Market math to pressure-test with her (SAM / SOM / valuation)

Fact-checked 2026-08-24; the old top-down numbers (4M devs, 1M certified, 20M Trailhead) died in verification — see the SalesPros facts tab. This is the bottom-up version worth defending.

SAM — who can realistically install it

~600k people already install Salesforce Chrome extensions (~850k installs across the top eight tools, deduped for overlap; cross-checked by 150k+ orgs × 2–5 power seats = 300–750k). Theoretical ceiling if all of them knew SalesPros existed: 600k × 4% paid × $25 = $600k/mo = $7.2M ARR. A ceiling, not a plan.

SOM — what's obtainable in 2–3 years

Funnel, not a percentage of the market: 500k Inspector Reloaded audience × 10% try SalesPros × 4% convert (industry-standard freemium band is 2–5%) × $25 = 2,000 payers = $50k/mo = $600k ARR.

And the sentence that reframes the quit threshold: "My go-full-time threshold requires capturing about 2% of the audience Inspector has already proven exists, then converting at the industry-average rate." (2% of 500k = 10k triers × 4% = 400 payers = ~$10k/mo.)

Valuation, scenario-based (pre-revenue: no formula)

Pre-launch there is no defensible number; the honest line is "worth roughly nothing to a buyer and a lot to me, which is why I'm not raising pre-launch." Post-revenue, bootstrapped sub-$1M-ARR SaaS trades at 3–5x ARR in M&A; venture-context seed pricing (8–15x) applies only when raising with strong PMF.

12–18mo scenarioPayersARR (~$25/mo)At 3–5x ARR
Slow150~$45k$135–225k
Base (quit threshold)400~$120k$360–600k
Strong1,000~$300k$0.9–1.5M

What actually moves the multiple: growth rate, churn (3–6% monthly is normal for $25/mo prosumer SaaS), and NRR — above 120% earns 2–3x the multiple of below 100%, which is the valuation argument for the Team plan, not just the revenue one. At 4% monthly churn, lifetime ≈ 25 months, LTV ≈ $625, so any channel under ~$150–200 per subscriber works.

Pricing stance (for when she pokes at $25)

$25 is ~11x ORGanizer PRO ($2.29/mo) and above Copilot Pro ($10) and Raycast Pro ($8–10). Conscious choice: solo capacity meant slower initial growth was acceptable; after refinement, bug-fixing, and feedback the price can come down for a marketing push. Lowering is easy, raising is not. Ask her: does that sequencing hold from an investor seat, and is the 10% try-rate assumption in the SOM the weakest link?