HOLIDAYBREAK LIMITED

🌳Matureactive
02305562 · ltd · incorporated 1988-10-14
Investment thesis
Established operating company — standard diligence applies, no dominant angle.
Why interesting: Live, filing, normal profile.
Why risky: No standout signals in either direction.
🔒Estimated value
Upgrade to see
Turnover
not disclosed
Net worth
book net assets
Opportunity
71/100
Strong
🔔
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What this business does
Primary activity: Activities of head offices
Sector: Professional, scientific & technical
Investor take
Pursue
Strong opportunity: active trading company with strong profile and acceptable with review structure.

Opportunity 71/100 (strong), bankability 57/100. High owner-dependency — earn-out structure likely required for clean transition. Biggest value-creation lever: Consolidate lender relationships. 14 distinct lenders creates friction — refinance into single-lender structure for cleaner diligence. Most likely exit: share sale to pe / searcher (53/100).

🏦

Refinance opportunity

37 live charges · 14 lenders · oldest 37.5y

25/100
too messy

Structure is too messy for a clean refinance right now — clean up first or expect bespoke terms.

  • · Oldest live charge is 37.5 years old — likely at or near maturity.
  • · 14 lenders named — inter-creditor friction likely.
  • · Legal-friction score 53/100 (high).

Data confidence

Overall: medium (59/100)

Adequate coverage. AI outputs are reliable for the sections scored high; verify the rest in diligence.

Company profile
address, 1 SIC codes, incorporation date
100
Financials
No iXBRL financials extracted
0
Lenders & charges
37 charges (37/37 with lender, 37/37 with type)
90
Directors & officers
55 officers (2 active, 55 linked, 47 with DOB)
87
Ownership & PSC
2 active PSC(s) of 2 total, 2 with control declared
90
Director network
7 connected companies via shared directors
66
Filing history
818 filings on record
85
Gazette notices
No matching gazette notices (standard for active companies)
60
Opportunity Score
71/100Strong
PassWatchWorth a lookStrongExceptional 

Solid opportunity signal. Worth a dedicated memo and management meeting.

Business quality
60
Adequate — check latest filings for context.
Acquirability
75
Strong succession / seller-readiness signals.
Risk profile
63
Some moderate concerns — review flags.
Signal strength
100
Good data coverage for analysis.

Recent activity

Last 30 days
0
filings
Last 90 days
2
filings
  • 1 address
  • 1 confirmation-statement
Last 180 days
4
filings
  • 2 officers
  • 1 address
  • 1 confirmation-statement
Counts from Companies House filing history.
Corporate timeline (188 events)Click to expand
  1. 2026-03-06
    📍
    change-registered-office-address-company-with-date-old-address-new-address
    address · AD01
  2. 2026-01-12
    📄
    termination-director-company-with-name-termination-date
    officers · TM01
  3. 2025-12-29
    CAI, Annabelle, Ms. resigned
    director
  4. 2025-12-19
    📄
    termination-director-company-with-name-termination-date
    officers · TM01
  5. 2025-12-17
    CAWLEY-HARRISON, Ben Graham, Mr. resigned
    director
  6. 2025-09-23
    📄
    accounts-with-accounts-type-group
    accounts · AA
  7. 2025-03-28
    📄
    mortgage-satisfy-charge-full
    mortgage · MR04
  8. 2025-03-28
    🔓
    Charge satisfied #30
  9. 2025-03-05
    📍
    change-sail-address-company-with-old-address-new-address
    address · AD02
  10. 2025-03-05
    📍
    change-sail-address-company-with-old-address-new-address
    address · AD02
  11. 2025-03-04
    📄
    notification-of-a-person-with-significant-control
    persons-with-significant-control · PSC02
  12. 2025-03-04
    📍
    move-registers-to-registered-office-company-with-new-address
    address · AD04
  13. 2025-03-04
    📄
    mortgage-create-with-deed-with-charge-number-charge-creation-date
    mortgage · MR01
  14. 2025-02-27
    🔒
    Charge registered #37
    Lender: Santander UK PLC
  15. 2025-01-02
    📄
    mortgage-create-with-deed-with-charge-number-charge-creation-date
    mortgage · MR01
  16. 2024-12-20
    🔒
    Charge registered #36
    Lender: Madison Pacific Trust Limited as Security Agent
  17. 2024-12-13
    📄
    change-account-reference-date-company-current-extended
    accounts · AA01
  18. 2024-11-23
    📄
    accounts-with-accounts-type-group
    accounts · AA
  19. 2024-11-15
    📄
    appoint-person-director-company-with-name-date
    officers · AP01
  20. 2024-11-12
    CAI, Annabelle, Ms. appointed
    director
  21. 2024-11-12
    CHONG, Yeow Ming, Mr. resigned
    director
  22. 2024-11-12
    📄
    termination-director-company-with-name-termination-date
    officers · TM01
  23. 2024-11-06
    📄
    change-person-director-company-with-change-date
    officers · CH01
  24. 2024-11-06
    📄
    change-person-director-company-with-change-date
    officers · CH01
  25. 2024-11-06
    📄
    change-person-director-company-with-change-date
    officers · CH01
  26. 2024-10-18
    📍
    move-registers-to-sail-company-with-new-address
    address · AD03
  27. 2024-08-20
    📍
    move-registers-to-registered-office-company-with-new-address
    address · AD04
  28. 2024-08-20
    📍
    move-registers-to-registered-office-company-with-new-address
    address · AD04
  29. 2024-08-20
    📍
    change-registered-office-address-company-with-date-old-address-new-address
    address · AD01
  30. 2023-11-28
    🔒
    Charge registered #35
    Lender: Madison Pacific Trust Limited as Security Agent
  31. 2023-08-07
    BANCE, Patrick resigned
    director
  32. 2023-08-07
    CAWLEY-HARRISON, Ben Graham, Mr. appointed
    director
  33. 2023-08-07
    CHONG, Yeow Ming, Mr. appointed
    director
  34. 2023-08-07
    FLORENCE, Ngu Chia Yi, Ms. resigned
    director
  35. 2022-10-18
    🔒
    Charge registered #34
    Lender: Madison Pacific Trust Limited as Security Agent
  36. 2022-05-13
    KERKAR, Ajay Ajit Peter resigned
    director
  37. 2022-04-30
    FLORENCE, Ngu Chia Yi, Ms. appointed
    director
  38. 2022-04-30
    REEVE-TUCKER, David Wyborn resigned
    director
  39. 2021-04-22
    🔒
    Charge registered #33
    Lender: Madison Pacific Trust Limited as Security Agent
  40. 2020-12-16
    MENON, Ajit Paramparambath resigned
    director
  41. 2020-12-16
    🔒
    Charge registered #32
    Lender: Madison Pacific Trust Limited as Security Agent
  42. 2020-07-27
    🔒
    Charge registered #31
    Lender: Madison Pacific Trust Limited
  43. 2020-07-27
    🔒
    Charge registered #30
    Lender: National Westminster Bank PLC (As Security Agent)
  44. 2020-06-01
    COOKE, Michael Richard appointed
    director
  45. 2020-06-01
    BORRELLI, Cosimo resigned
    director
  46. 2020-05-21
    🔒
    Charge registered #29
    Lender: Madison Pacific Trust Limited as Security Trustee and Agent for Itself and the Other Secured Parties (The “Security Agent”)
  47. 2020-05-01
    BALI, Navneet resigned
    director
  48. 2020-02-14
    🔓
    Charge satisfied #27
  49. 2020-02-14
    🔓
    Charge satisfied #25
  50. 2020-02-14
    🔓
    Charge satisfied #23
Showing most recent 50 of 188 events

Owner dependency

66/100
High — earn-out structure required

Material founder dependency. Consider a 2-3 year earn-out and build in a handover plan before completion.

FACTORS
  • +Two-director setup: Only two active directors — typical of owner-managed SMEs but limits succession.
  • +Senior director age: Director aged approximately 59 — approaching natural succession window.

Succession & seller-readiness

56/100
Strong succession signal

Multiple signals suggest succession is on the horizon. Candidate for proactive outreach.

SIGNALS
  • secondaryFounder aged 58+: Senior director is approximately 59. Early succession window.
  • secondaryTwo-director governance: Small-team governance. Succession depth is thin but not absent.
  • secondaryStable-but-static management: Company is 38 years old and no new directors in the last 3 years — succession not yet being planned internally.

Red flags

2 med · 2 low
2 director resignations in last 12 months
medium

Multiple recent departures can indicate governance disagreement, succession event, or preparation for sale/stress.

Evidence: CAI, Annabelle, Ms. resigned 2025-12-29; CAWLEY-HARRISON, Ben Graham, Mr. resigned 2025-12-17

Charge satisfaction-then-recreation pattern
medium

Multiple instances where a charge was satisfied and a new charge created within 6 months. Suggests active refinancing cycle.

9 live charges
low

Heavily leveraged with multiple live security positions — understand the capital structure before proceeding.

Multiple registered office changes
low

Multiple address changes in a short period can indicate operational instability or admin disorder.

Group structure

2 corporate shareholders identified. Group structure is distributed.

🏛️
Ares Management Corporation
Corporate parent · holds 25-50% shares · board control
significant stake
🏛️
Prometheon Holdings (Uk) Limited
Corporate parent · holds 50-75% shares
majority
HOLIDAYBREAK LIMITED
This company · 02305562

Parent relationships inferred from Persons with Significant Control filings. Full subsidiary tree requires reverse-lookup (coming).

Shareholders & ownership

2 active beneficial owners
NameSharesVoting rightsNature of controlNotified
Prometheon Holdings (Uk) Limited
Corporate entity
5075%
50–75%50-75% shares · 50-75% voting06/04/2016
Ares Management Corporation
Corporate entity
2550%
25–50%board control25-50% shares · 25-50% voting · board control02/07/2020

From Companies House Persons with Significant Control filings. Share ranges are banded per the public PSC regime.

🔒Co-director network graph

Radial SVG graph showing every company connected via shared directors, colour-coded by status.

Available from the Pro tier upwards.

See pricing →

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Peers ranked by estimated value, then turnover, then opportunity score.See all →
🔒Tailored diligence questions

8 specific questions generated from this company's actual signals — liquidity, leverage, director age, charge count, red flags, age-of-company.

Available from the Pro tier upwards.

See pricing →
🔒Advanced scoring suite

Exit-route ranking, improvement thesis, quiet-distress detector, covenant-pressure proxy, extraction monitor, approaching triggers, ownership drift, local cluster, value trap, debt capacity, archetype classification — 48+ scoring modules.

Available from the Pro tier upwards.

See pricing →

Company details

Statusactive
Typeltd
Incorporated1988-10-14
Jurisdictionengland-wales
Primary SIC70100 — Activities of head offices

Registered office

Eighth Floor 6 New Street Square
New Fetter Lane
London
EC4A 3AQ
United Kingdom

Filing status

Accounts
Next due: 2026-12-31
Last made up to: 2025-03-31
Confirmation statement
Next due: 2027-03-09
Last: 2026-02-23

Officers (2 active · 53 resigned)

COOKE, Michael Richard
director · ~59y · appointed 2020-06-01
View their other companies + combined net worth →
Active
KARDACHI, Jason Aleksander
director · ~54y · appointed 2019-09-06
View their other companies + combined net worth →
Active
BADDELEY, Robert Gregory
secretary · appointed 1995-03-31 · resigned 1999-12-06
Resigned
BALI, Navneet
secretary · appointed 2014-10-30 · resigned 2015-03-20
Resigned
CULLEN, Dominique
secretary · appointed 2015-03-20 · resigned 2016-08-01
Resigned
HARAN, Gordon Cosworth
secretary · appointed 1995-01-05 · resigned 1995-03-31
Resigned
KINSEY, Martin Lowther
secretary · resigned 1992-05-08
Resigned
MAY, Timothy William
secretary · appointed 1992-05-09 · resigned 1995-01-05
Resigned
VICKERS, Julie Alison
secretary · appointed 1999-12-06 · resigned 2004-09-14
Resigned
WILLIAMSON, Alexandra Dilys
secretary · appointed 2004-09-14 · resigned 2014-10-30
Resigned
ALLAN, Leslie Stewart
director · ~83y · resigned 1991-06-26
Resigned
ATKINSON, Richard Westaway
director · ~73y · resigned 2005-09-16
Resigned
AYLING, Robert John
director · ~80y · appointed 2003-02-01 · resigned 2009-04-30
Resigned
BADDELEY, Robert Gregory
director · ~73y · appointed 1995-03-10 · resigned 2010-12-31
Resigned
BALI, Navneet
director · ~70y · appointed 2012-05-17 · resigned 2020-05-01
Resigned
BANCE, Patrick
director · ~39y · appointed 2019-11-25 · resigned 2023-08-07
Resigned
BANERJI, Sujit
director · ~72y · appointed 2019-09-24 · resigned 2019-09-24
Resigned
BORRELLI, Cosimo
director · ~59y · appointed 2019-10-31 · resigned 2020-06-01
Resigned
BRIGHT, Neil Irvine
director · ~63y · appointed 2008-11-27 · resigned 2012-07-06
Resigned
CAI, Annabelle, Ms.
director · ~38y · appointed 2024-11-12 · resigned 2025-12-29
Resigned

Click a director name to see their full track record across all companies.

Mortgages & charges

37
Total charges
9
Outstanding
4
Active lenders
Status:Lender:37 of 37 shown
TypeProperties
outstanding
Santander
Santander UK PLC
A registered charge27/02/2025
outstanding
Madison Pacific Trust as Security Agent
Madison Pacific Trust Limited as Security Agent
A registered charge20/12/2024
outstanding
Madison Pacific Trust as Security Agent
Madison Pacific Trust Limited as Security Agent
A registered charge28/11/2023
outstanding
Madison Pacific Trust as Security Agent
Madison Pacific Trust Limited as Security Agent
A registered charge18/10/2022
outstanding
Madison Pacific Trust as Security Agent
Madison Pacific Trust Limited as Security Agent
A registered charge22/04/2021
outstanding
Madison Pacific Trust as Security Agent
Madison Pacific Trust Limited as Security Agent
A registered charge16/12/2020
outstanding
Madison Pacific Trust
Madison Pacific Trust Limited
A registered charge1 property27/07/2020
satisfied
National Westminster Bank (As Security Agent)
National Westminster Bank PLC (As Security Agent)
A registered charge27/07/202028/03/2025
outstanding
Madison Pacific Trust as Security Trustee and Agent for Itself and the Other Secured Parties (The “Security Agent”)
Madison Pacific Trust Limited as Security Trustee and Agent for Itself and the Other Secured Parties (The “Security Agent”)
A registered charge21/05/2020
outstanding
Madison Pacific Trust as Security Agent
Madison Pacific Trust Limited as Security Agent
A registered charge09/12/2019
satisfied
National Westminster Bank
National Westminster Bank PLC
A registered charge19/08/201914/02/2020
satisfied
Barclays
Barclays Bank PLC
A registered charge14/01/201922/11/2019
satisfied
Santander
Santander UK PLC
A registered charge14/01/201914/02/2020
satisfied
National Westminster Bank
National Westminster Bank PLC
A registered charge14/01/201906/09/2019
satisfied
Lloyds Banking Group
Lloyds Bank PLC
A registered charge14/01/201914/02/2020
satisfied
Barclays
Barclays Bank PLC (As Facility Agent)
A registered charge1 property30/06/201725/01/2019
satisfied
Barclays
Barclays Bank PLC
A registered charge1 property04/09/201425/01/2019
satisfied
Barclays
Barclays Bank PLC
A registered charge04/09/201425/01/2019
satisfied
Barclays
Barclays Bank PLC
English law security agreement1 property29/06/201221/07/2016
satisfied
Barclays
Barclays Bank PLC as Agent and Trustee for the Finance Parties
Security agreement1 property09/05/200803/07/2012
satisfied
Barclays
Barclays Bank PLC (The Facility Agent)
Deed of pledge of shares1 property23/02/200526/06/2008
satisfied
Barclays
Barclays Bank PLC (The Facility Agent)
Deed of pledge of shares1 property23/02/200526/06/2008
satisfied
Barclays
Barclays Bank PLC
Deed of pledge of shares1 property26/01/200526/06/2008
satisfied
Barclays
Barclays Bank PLC
Deed of pledge of shares executed outside the united kingdom over property situated there1 property23/12/200426/06/2008
satisfied
Abn Amro Bank N.V., London Branch
Deposit agreement and charge on cash deposit1 property28/09/200216/05/2003
satisfied
Barclays
Barclays Bank PLC
Composite guarantee and debenture1 property01/08/200026/06/2008
satisfied
Barclays
Barclays Bank PLC
Composite guarantee and debenture1 property01/08/200026/06/2008
satisfied
Barclays
Barclays Bank PLC in Its Capacity as Security Trustee
Legal charge1 property01/08/200026/06/2008
satisfied
Barclays
Barclays Bank PLC
Shares mortgage1 property22/02/200019/09/2000
satisfied
National Westminster Bank
National Westminster Bank PLC
Charge over shares1 property09/07/199811/11/1998
satisfied
National Westminster Bank
National Westminster Bank PLC
Legal charge supplemental to the principal deed dated 3RD february 19951 property10/03/199819/09/2000
satisfied
National Westminster Bank
National Westminster Bank PLC
Composite guarantee and debenture1 property03/02/199519/09/2000
satisfied
National Westminster Bank
National Westminster Bank PLC
Mortgage debenture1 property12/07/199319/09/2000
satisfied
Barclays
Barclays Bank PLC
Legal charge1 property16/09/199225/07/1995
satisfied
Barclays
Barclays Bank PLC
Guarantee and debenture1 property02/08/199125/07/1995
satisfied
NatWest Group
Natwest Investments Bank Limited
Mortgage debenture1 property02/08/199125/11/1993
satisfied
Barclays
Barclays Bank PLC
Debenture1 property29/11/198826/11/1991
Click column headers to sort. Use filters above to narrow by status and lender.

Recent filings (818 total)

change-registered-office-address-company-with-date-old-address-new-address
address · AD01
2026-03-06
confirmation-statement-with-no-updates
confirmation-statement · CS01
2026-03-06
termination-director-company-with-name-termination-date
officers · TM01
2026-01-12
termination-director-company-with-name-termination-date
officers · TM01
2025-12-19
accounts-with-accounts-type-group
accounts · AA
2025-09-23
mortgage-satisfy-charge-full
mortgage · MR04
2025-03-28
change-sail-address-company-with-old-address-new-address
address · AD02
2025-03-05
change-sail-address-company-with-old-address-new-address
address · AD02
2025-03-05
confirmation-statement-with-no-updates
confirmation-statement · CS01
2025-03-04
notification-of-a-person-with-significant-control
persons-with-significant-control · PSC02
2025-03-04
move-registers-to-registered-office-company-with-new-address
address · AD04
2025-03-04
mortgage-create-with-deed-with-charge-number-charge-creation-date
mortgage · MR01
2025-03-04
mortgage-create-with-deed-with-charge-number-charge-creation-date
mortgage · MR01
2025-01-02
change-account-reference-date-company-current-extended
accounts · AA01
2024-12-13
accounts-with-accounts-type-group
accounts · AA
2024-11-23